L-Histidine (YMDB00369)

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Identification

YMDB ID

YMDB00369

Name

L-Histidine

Species

Saccharomyces cerevisiae

Strain

Baker's yeast

Description

Histidine (abbreviated as His or H) is an alpha-amino acid. The L-isomer is one of the 22 proteinogenic amino acids, i.e., the building blocks of proteins. It is classified as a charged, polar because of the hydrophilic nature of the imidazole side chain. L-Histidine is a positively charged (pKa 6.5) aromatic amino acid. Histidine residues are often found in enzyme active sites, where the chemistry of the imidazole ring of histidine makes it a nucleophile and a good acid/base catalyzer. Histidine is special in that its biosynthesis is inherently linked to the pathways of nucleotide formation. In the first step of histidine synthesis, PRPP (5-phosphoribosyl-alpha-pyrophosphate) condenses with ATP to form a purine, N1-5'-phosphoribosyl ATP, in a reaction that is driven by the subsequent hydrolysis of the pyrophosphate that condenses out. Glutamine plays a role as an amino group donor resulting in the formation of 5-aminoamidazole-4-carboximide ribonucleotide (ACAIR), which is an intermediate in purine biosynthesis. Hisitidne is catabolized by the enzyme histidine ammonia-lyase which converts histidine into ammonia and urocanic acid.

Structure

MOL SDF PDB SMILES InChI

Synonyms

(S)-1H-Imidazole-4-alanine
(S)-2-Amino-3-(4-imidazolyl)propionsaeure
(S)-4-(2-Amino-2-carboxyethyl)imidazole
(S)-a-Amino-1H-imidazole-4-propanoate
(S)-a-Amino-1H-imidazole-4-propanoic acid
(S)-alpha-Amino-1H-imidazole-4-propanoate
(S)-alpha-Amino-1H-imidazole-4-propanoic acid
(S)-alpha-Amino-1H-imidazole-4-propionate
(S)-alpha-Amino-1H-imidazole-4-propionic acid
(S)-Histidine
(S)1H-Imidazole-4-alanine
3-(1H-imidazol-4-yl)-L-Alanine
amino-1H-imidazole-4-propanoate
amino-1H-imidazole-4-propanoic acid
amino-4-imidazoleproprionate
amino-4-imidazoleproprionic acid
Glyoxaline-5-alanine
His
Histidine
L-(-)-Histidine
H
L-Histidin
(S)-Α-amino-1H-imidazole-4-propanoate
(S)-Α-amino-1H-imidazole-4-propanoic acid
(S)-a-Amino-1H-imidazole-4-propionate
(S)-a-Amino-1H-imidazole-4-propionic acid
(S)-Α-amino-1H-imidazole-4-propionate
(S)-Α-amino-1H-imidazole-4-propionic acid
Histidine, L isomer
Histidine, L-isomer
L-Isomer histidine
L-Histidine

CAS number

71-00-1

Weight

Average: 155.1546
Monoisotopic: 155.069476547

InChI Key

HNDVDQJCIGZPNO-YFKPBYRVSA-N

InChI

InChI=1S/C6H9N3O2/c7-5(6(10)11)1-4-2-8-3-9-4/h2-3,5H,1,7H2,(H,8,9)(H,10,11)/t5-/m0/s1

IUPAC Name

(2S)-2-amino-3-(1H-imidazol-5-yl)propanoic acid

Traditional IUPAC Name

L-histidine

Chemical Formula

C₆H₉N₃O₂

SMILES

[H]OC(=O)[C@@]([H])(N([H])[H])C([H])([H])C1=C([H])N([H])C([H])=N1

Chemical Taxonomy

Description

belongs to the class of organic compounds known as histidine and derivatives. Histidine and derivatives are compounds containing cysteine or a derivative thereof resulting from reaction of cysteine at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Histidine and derivatives

Alternative Parents

Substituents

Histidine or derivatives
Alpha-amino acid
L-alpha-amino acid
Imidazolyl carboxylic acid derivative
Aralkylamine
Azole
Imidazole
Heteroaromatic compound
Amino acid
Carboxylic acid
Azacycle
Organoheterocyclic compound
Monocarboxylic acid or derivatives
Organic nitrogen compound
Organooxygen compound
Organonitrogen compound
Primary amine
Primary aliphatic amine
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Carbonyl group
Organic oxygen compound
Amine
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

proteinogenic amino acid (CHEBI:15971 )
L-alpha-amino acid (CHEBI:15971 )
histidine (CHEBI:15971 )
Common amino acids (C00135 )

Physical Properties

State

Solid

Charge

Melting point

287 °C

Experimental Properties

Property	Value	Reference
Water Solubility	45.6 mg/mL at 25 oC [YALKOWSKY,SH & DANNENFELSER,RM (1992)]	PhysProp
LogP	-3.32 [CHMELIK,J ET AL. (1991)]	PhysProp

Predicted Properties

Property	Value	Source
Water Solubility	71.3 g/L	ALOGPS
logP	-2.7	ALOGPS
logP	-3.6	ChemAxon
logS	-0.34	ALOGPS
pKa (Strongest Acidic)	1.85	ChemAxon
pKa (Strongest Basic)	9.44	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	92 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	38.06 m³·mol⁻¹	ChemAxon
Polarizability	14.67 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	1	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Biological Properties

Cellular Locations

extracellular
mitochondrion
vacuole
cytoplasm

Organoleptic Properties

Flavour/Odour	Source
Bitter	FDB011856
Odorless	FDB011856

SMPDB Pathways

Histidine Biosynthesis	PW002418
beta-Alanine metabolism	PW002381

KEGG Pathways

Histidine metabolism	ec00340
beta-Alanine metabolism	ec00410

SMPDB Reactions

Histidinal + water + NAD → hydron + NADH + L-Histidine

KEGG Reactions

water + NAD + L-histidinol → NADH + L-Histidine + hydron

Adenosine triphosphate + L-Histidine + tRNA(His) → Adenosine monophosphate + Pyrophosphate + His-tRNA(His)

L-Histidine + S-Adenosylmethionine → S-Adenosylhomocysteine + N(pros)-methyl-L-histidine + hydron

Concentrations

Intracellular Concentrations

Intracellular Concentration	Substrate	Growth Conditions	Strain	Citation
8990 ± 180 µM	YPD media	aerobic	Baker's yeast	PMID: 7654310
8924 ± 178 µM	YPG media	aerobic	Baker's yeast	PMID: 7654310
4098 ± 82 µM	SD media	aerobic	Baker's yeast	PMID: 7654310
4098 ± 82 µM	SG media	aerobic	Baker's yeast	PMID: 7654310
5883 ± 118 µM	M (molasses)	aerobic	Baker's yeast	PMID: 7654310
6280 ± 126 µM	MA (molasses)	aerobic	Baker's yeast	PMID: 7654310
4694 ± 94 µM	MB (molasses)	aerobic	Baker's yeast	PMID: 7654310
4958 ± 99 µM	MAB (molasses)	aerobic	Baker's yeast	PMID: 7654310
767 ± 38 µM	YEB media with 0.5 mM glucose	aerobic	Baker's yeast	Experimentally Determined Not Available
1970 ± 152 µM	Synthetic medium with 20 g/L glucose	aerobic	Baker's yeast	PMID: 12584756
Conversion Details Here

Extracellular Concentrations

Intracellular Concentration	Substrate	Growth Conditions	Strain	Citation
367 ± 19 µM	hops, malted barley	anaerobic	Baker's yeast	PMID: 16448171
Conversion Details Here

Spectra

Spectrum Type	Description	Splash Key	View
GC-MS	GC-MS Spectrum - GC-EI-TOF (Pegasus III TOF-MS system, Leco; GC 6890, Agilent Technologies) (3 TMS)	splash10-0udi-0940000000-43b9b035189af65e19cb	JSpectraViewer \| MoNA
GC-MS	GC-MS Spectrum - GC-EI-TOF (Pegasus III TOF-MS system, Leco; GC 6890, Agilent Technologies) (3 TMS)	splash10-0udi-0910000000-fc3ecec9d4ff3aa8cb09	JSpectraViewer \| MoNA
GC-MS	GC-MS Spectrum - GC-EI-TOF (Pegasus III TOF-MS system, Leco; GC 6890, Agilent Technologies) (Non-derivatized)	splash10-0udi-0910000000-8284a673a35f7ac2241f	JSpectraViewer \| MoNA
GC-MS	GC-MS Spectrum - GC-EI-TOF (Pegasus III TOF-MS system, Leco; GC 6890, Agilent Technologies) (3 TMS)	splash10-0fk9-8910000000-a3231b1a418b5798ecac	JSpectraViewer \| MoNA
GC-MS	GC-MS Spectrum - GC-MS (3 TMS)	splash10-0udi-1920000000-227e8116769731104e82	JSpectraViewer \| MoNA
GC-MS	GC-MS Spectrum - GC-MS (4 TMS)	splash10-0ufu-2942100000-31605fd50ecc1f5be0ed	JSpectraViewer \| MoNA
GC-MS	GC-MS Spectrum - GC-EI-TOF (Non-derivatized)	splash10-0udi-0940000000-43b9b035189af65e19cb	JSpectraViewer \| MoNA
GC-MS	GC-MS Spectrum - GC-EI-TOF (Non-derivatized)	splash10-0udi-0910000000-fc3ecec9d4ff3aa8cb09	JSpectraViewer \| MoNA
GC-MS	GC-MS Spectrum - GC-EI-TOF (Non-derivatized)	splash10-0udi-0910000000-8284a673a35f7ac2241f	JSpectraViewer \| MoNA
GC-MS	GC-MS Spectrum - GC-EI-QQ (Non-derivatized)	splash10-0002-2901100000-ae0f3865934743de764c	JSpectraViewer \| MoNA
GC-MS	GC-MS Spectrum - GC-EI-TOF (Non-derivatized)	splash10-0fk9-8910000000-a3231b1a418b5798ecac	JSpectraViewer \| MoNA
GC-MS	GC-MS Spectrum - GC-MS (Non-derivatized)	splash10-0udi-1920000000-227e8116769731104e82	JSpectraViewer \| MoNA
GC-MS	GC-MS Spectrum - GC-MS (Non-derivatized)	splash10-0ufu-2942100000-31605fd50ecc1f5be0ed	JSpectraViewer \| MoNA
GC-MS	GC-MS Spectrum - GC-EI-TOF (Non-derivatized)	splash10-0ue9-0900000000-75e38a3f347210c301b0	JSpectraViewer \| MoNA
GC-MS	GC-MS Spectrum - GC-EI-TOF (Non-derivatized)	splash10-0udi-0910000000-c54bd92cc112eec7e509	JSpectraViewer \| MoNA
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-001i-9500000000-1d29684ccb6383687865	JSpectraViewer
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positive	splash10-03di-6900000000-1dd400a16b8067f4daea	JSpectraViewer
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	JSpectraViewer
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_1_2) - 70eV, Positive	Not Available	JSpectraViewer
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_1_3) - 70eV, Positive	Not Available	JSpectraViewer
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	JSpectraViewer
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	JSpectraViewer
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TBDMS_1_3) - 70eV, Positive	Not Available	JSpectraViewer
LC-MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 10V, Positive (Annotated)	splash10-0a4i-0900000000-21530fac9975dc1edc7c	JSpectraViewer \| MoNA
LC-MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 25V, Positive (Annotated)	splash10-053r-9300000000-a946c375931adb366aae	JSpectraViewer \| MoNA
LC-MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 40V, Positive (Annotated)	splash10-053r-9000000000-61a3602d80bc0d54c579	JSpectraViewer \| MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Positive	splash10-0a4i-0900000000-7d63b501889c2628f4f0	JSpectraViewer \| MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Positive	splash10-001i-0900000000-d4ccd4e44ca818b4cb17	JSpectraViewer \| MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Positive	splash10-0a4i-0900000000-811aee5724fe0999c134	JSpectraViewer \| MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Positive	splash10-0a4i-2900000000-052753eb699ae7cb4cb9	JSpectraViewer \| MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Positive	splash10-0a4i-0900000000-3e145a05e6a71a0a2f56	JSpectraViewer \| MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Positive	splash10-0a4i-0900000000-143a4b9d88183bc5abe7	JSpectraViewer \| MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Positive	splash10-03di-0900000000-a8c213472da676a241f2	JSpectraViewer \| MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Positive	splash10-001i-0900000000-dfdf9562f155abb5fdeb	JSpectraViewer \| MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Negative	splash10-0uk9-0879331100-8434b5b9e7e5700c2353	JSpectraViewer \| MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Negative	splash10-000i-0900000000-aaaaadcecd4cd7c94e1e	JSpectraViewer \| MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Negative	splash10-0udi-0900000000-90c4cbd09d7abc003013	JSpectraViewer \| MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Negative	splash10-0udi-0900000000-1381708d18c24486773d	JSpectraViewer \| MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Negative	splash10-0w29-0696321100-eb62fc608270d1151707	JSpectraViewer \| MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Negative	splash10-000i-0900000000-3450566ff38e6506a70f	JSpectraViewer \| MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Negative	splash10-01q9-7900000000-124509a66476629ce10a	JSpectraViewer \| MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Negative	splash10-0udi-0900000000-efa6a21b1be16fda0802	JSpectraViewer \| MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 10V, Negative	splash10-0udi-0900000000-137840e69da48c6114e4	JSpectraViewer \| MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 20V, Negative	splash10-0udu-3900000000-06d50e90c797793a72d7	JSpectraViewer \| MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 30V, Negative	splash10-0006-9100000000-de7c9eb8068ef4f39f85	JSpectraViewer \| MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 40V, Negative	splash10-00l6-9000000000-ebf778679d4c6d6a6057	JSpectraViewer \| MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 50V, Negative	splash10-014i-9000000000-08d0188684283d1b2372	JSpectraViewer \| MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 10V, Positive	splash10-0a4i-0900000000-46c2f608d27f0381a039	JSpectraViewer \| MoNA
MS	Mass Spectrum (Electron Ionization)	splash10-001i-9100000000-ae0a0b81669663b3b4a5	JSpectraViewer \| MoNA
1D NMR	1H NMR Spectrum	Not Available	JSpectraViewer
1D NMR	13C NMR Spectrum	Not Available	JSpectraViewer
1D NMR	13C NMR Spectrum	Not Available	JSpectraViewer
1D NMR	1H NMR Spectrum	Not Available	JSpectraViewer
1D NMR	13C NMR Spectrum	Not Available	JSpectraViewer
1D NMR	1H NMR Spectrum	Not Available	JSpectraViewer
1D NMR	13C NMR Spectrum	Not Available	JSpectraViewer
1D NMR	1H NMR Spectrum	Not Available	JSpectraViewer
1D NMR	13C NMR Spectrum	Not Available	JSpectraViewer
1D NMR	1H NMR Spectrum	Not Available	JSpectraViewer
1D NMR	13C NMR Spectrum	Not Available	JSpectraViewer
1D NMR	1H NMR Spectrum	Not Available	JSpectraViewer
1D NMR	13C NMR Spectrum	Not Available	JSpectraViewer
1D NMR	1H NMR Spectrum	Not Available	JSpectraViewer
1D NMR	13C NMR Spectrum	Not Available	JSpectraViewer
1D NMR	1H NMR Spectrum	Not Available	JSpectraViewer
1D NMR	13C NMR Spectrum	Not Available	JSpectraViewer
1D NMR	1H NMR Spectrum	Not Available	JSpectraViewer
1D NMR	13C NMR Spectrum	Not Available	JSpectraViewer
1D NMR	1H NMR Spectrum	Not Available	JSpectraViewer
1D NMR	13C NMR Spectrum	Not Available	JSpectraViewer
1D NMR	1H NMR Spectrum	Not Available	JSpectraViewer
1D NMR	1H NMR Spectrum	Not Available	JSpectraViewer
1D NMR	13C NMR Spectrum	Not Available	JSpectraViewer
1D NMR	1H NMR Spectrum	Not Available	JSpectraViewer
2D NMR	[1H,13C] 2D NMR Spectrum	Not Available	JSpectraViewer

References

References:

Martinez-Force, E., Benitez, T. (1995). "Effects of varying media, temperature, and growth rates on the intracellular concentrations of yeast amino acids." Biotechnol Prog 11:386-392.7654310
UniProt Consortium (2011). "Ongoing and future developments at the Universal Protein Resource." Nucleic Acids Res 39:D214-D219.21051339
Scheer, M., Grote, A., Chang, A., Schomburg, I., Munaretto, C., Rother, M., Sohngen, C., Stelzer, M., Thiele, J., Schomburg, D. (2011). "BRENDA, the enzyme information system in 2011." Nucleic Acids Res 39:D670-D676.21062828
Herrgard, M. J., Swainston, N., Dobson, P., Dunn, W. B., Arga, K. Y., Arvas, M., Bluthgen, N., Borger, S., Costenoble, R., Heinemann, M., Hucka, M., Le Novere, N., Li, P., Liebermeister, W., Mo, M. L., Oliveira, A. P., Petranovic, D., Pettifer, S., Simeonidis, E., Smallbone, K., Spasic, I., Weichart, D., Brent, R., Broomhead, D. S., Westerhoff, H. V., Kirdar, B., Penttila, M., Klipp, E., Palsson, B. O., Sauer, U., Oliver, S. G., Mendes, P., Nielsen, J., Kell, D. B. (2008). "A consensus yeast metabolic network reconstruction obtained from a community approach to systems biology." Nat Biotechnol 26:1155-1160.18846089
Vaseghi, S., Baumeister, A., Rizzi, M., Reuss, M. (1999). "In vivo dynamics of the pentose phosphate pathway in Saccharomyces cerevisiae." Metab Eng 1:128-140.10935926
Almeida, C., Duarte, I. F., Barros, A., Rodrigues, J., Spraul, M., Gil, A. M. (2006). "Composition of beer by 1H NMR spectroscopy: effects of brewing site and date of production." J Agric Food Chem 54:700-706.16448171
Hans, M. A., Heinzle, E., Wittmann, C. (2003). "Free intracellular amino acid pools during autonomous oscillations in Saccharomyces cerevisiae." Biotechnol Bioeng 82:143-151.12584756
Nookaew, I., Jewett, M. C., Meechai, A., Thammarongtham, C., Laoteng, K., Cheevadhanarak, S., Nielsen, J., Bhumiratana, S. (2008). "The genome-scale metabolic model iIN800 of Saccharomyces cerevisiae and its validation: a scaffold to query lipid metabolism." BMC Syst Biol 2:71.18687109
Shimazu, M., Sekito, T., Akiyama, K., Ohsumi, Y., Kakinuma, Y. (2005). "A family of basic amino acid transporters of the vacuolar membrane from Saccharomyces cerevisiae." J Biol Chem 280:4851-4857.15572352
Gary, J. D., Lin, W. J., Yang, M. C., Herschman, H. R., Clarke, S. (1996). "The predominant protein-arginine methyltransferase from Saccharomyces cerevisiae." J Biol Chem 271:12585-12594.8647869
Castrillo, J. I., Zeef, L. A., Hoyle, D. C., Zhang, N., Hayes, A., Gardner, D. C., Cornell, M. J., Petty, J., Hakes, L., Wardleworth, L., Rash, B., Brown, M., Dunn, W. B., Broadhurst, D., O'Donoghue, K., Hester, S. S., Dunkley, T. P., Hart, S. R., Swainston, N., Li, P., Gaskell, S. J., Paton, N. W., Lilley, K. S., Kell, D. B., Oliver, S. G. (2007). "Growth control of the eukaryote cell: a systems biology study in yeast." J Biol 6:4.17439666

Synthesis Reference:

Aurelio Luigi; Brownlee Robert T C; Hughes Andrew B A novel synthesis of N-methyl asparagine, arginine, histidine, and tryptophan. Organic letters (2002), 4(21), 3767-9.

External Links:

Resource	Link
CHEBI ID	15971
HMDB ID	HMDB00177
Pubchem Compound ID	6274
Kegg ID	C00135
ChemSpider ID	6038
FOODB ID	FDB011856
Wikipedia	Histidine
BioCyc ID	HIS

Enzymes

Protein Details

1. Histidyl-tRNA synthetase, mitochondrial

General function:: Involved in nucleotide binding
Specific function:: ATP + L-histidine + tRNA(His) = AMP + diphosphate + L-histidyl-tRNA(His)
Gene Name:: HTS1
Uniprot ID:: P07263
Molecular weight:: 59952.0

Reactions

ATP + L-histidine + tRNA(His) → AMP + diphosphate + L-histidyl-tRNA(His).

Protein Details

2. Histidine biosynthesis trifunctional protein

General function:: Involved in oxidoreductase activity
Specific function:: 1-(5-phosphoribosyl)-AMP + H(2)O = 1-(5- phosphoribosyl)-5-((5- phosphoribosylamino)methylideneamino)imidazole-4-carboxamide
Gene Name:: HIS4
Uniprot ID:: P00815
Molecular weight:: 87720.5

Reactions

1-(5-phosphoribosyl)-AMP + H(2)O → 1-(5-phosphoribosyl)-5-((5-phosphoribosylamino)methylideneamino)imidazole-4-carboxamide.
1-(5-phosphoribosyl)-ATP + H(2)O → 1-(5-phosphoribosyl)-AMP + diphosphate.
L-histidinol + H(2)O + 2 NAD(+) → L-histidine + 2 NADH.

Protein Details

3. HNRNP arginine N-methyltransferase

General function:: Involved in protein methyltransferase activity
Specific function:: Methylates arginines in a variety of RNA-binding proteins. Methylates NOP3. Can catalyze both the mono- and asymmetric dimethylation
Gene Name:: HMT1
Uniprot ID:: P38074
Molecular weight:: 39785.80078

Reactions

Transporters

Protein Details

1. General amino-acid permease GAP1

General function:: Involved in transport
Specific function:: Permease for various amino acids as well as for GABA. Can also transport L-cysteine and beta-alanine
Gene Name:: GAP1
Uniprot ID:: P19145
Molecular weight:: 65654.89844

Protein Details

2. Valine/tyrosine/tryptophan amino-acid permease 1

General function:: Involved in transport
Specific function:: High-affinity transport of valine and tyrosine. Low- affinity transport of tryptophan. Can also transport L-cysteine
Gene Name:: TAT1
Uniprot ID:: P38085
Molecular weight:: 68756.89844

Protein Details

3. General amino acid permease AGP1

General function:: Involved in transport
Specific function:: Broad substrate range permease which transports asparagine and glutamine with intermediate specificity. Also transports Ala, Cys, Gly, Ile, Leu, Met, Phe, Ser, Thr, Tyr and Val. Important for the utilization of amino acids as a nitrogen source
Gene Name:: AGP1
Uniprot ID:: P25376
Molecular weight:: 69670.70313

Protein Details

4. Vacuolar basic amino acid transporter 1

General function:: Involved in transmembrane transport
Specific function:: Transporter required for vacuolar uptake of at least histidine and lysine
Gene Name:: VBA1
Uniprot ID:: Q04301
Molecular weight:: 62638.80078

Protein Details

5. Vacuolar basic amino acid transporter 3

General function:: Involved in transmembrane transport
Specific function:: Transporter required for vacuolar uptake of histidine and lysine
Gene Name:: VBA3
Uniprot ID:: P25594
Molecular weight:: 50224.89844

Protein Details

6. Vacuolar basic amino acid transporter 2

General function:: Involved in transmembrane transport
Specific function:: Transporter required for vacuolar uptake of histidine, arginine and lysine and to a lesser extent tyrosine
Gene Name:: VBA2
Uniprot ID:: P38358
Molecular weight:: 51676.39844

Protein Details

7. Histidine permease

General function:: Involved in transport
Specific function:: High-affinity permease for histidine
Gene Name:: HIP1
Uniprot ID:: P06775
Molecular weight:: 66005.60156

Structure for #<Compound:0xad5bdbe8>

Enzymes

Reactions

Reactions

Reactions

Transporters