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Identification |
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YMDB ID | YMDB00935 |
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Name | beta-D-mannosyldiacetylchitobiosyldiphosphodolichol |
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Species | Saccharomyces cerevisiae |
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Strain | Baker's yeast |
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Description | beta-D-Mannosyldiacetylchitobiosyldiphosphodolichol is involved in dolichyl-diphosphooligosaccharide biosynthesis (N-linked glycosylation) pathway. N-linked glycosylation is an important process found in eukaryotes and archaea, and very rarely in bacteria. During this process certain oligosaccharides are attached to an asparagine residue in the polypeptide chain of the target protein. [Biocyc MANNOSYL-CHITO-DOLICHOL-BIOSYNTHESIS] |
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Structure | |
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Synonyms | - b-(1->4)-D-mannosylchitobiosyldiphosphodolichol
- b-1,4-D-mannosylchitobiosyldiphosphodolichol
- Beta-(1->4)-D-mannosylchitobiosyldiphosphodolichol
- Beta-(1->4)-delta-mannosylchitobiosyldiphosphodolichol
- beta-1,4-D-Mannosylchitobiosyldiphosphodolichol
- beta-1,4-delta-mannosylchitobiosyldiphosphodolichol
- beta-D-Mannosyldiacetylchitobiosyldiphosphodolichol
- Beta-delta-mannosyldiacetylchitobiosyldiphosphodolichol
- Man-beta1->4GlcNAc-beta1->4GlcNAc-PP-Dol
- b-D-Mannosyldiacetylchitobiosyldiphosphodolichol
- Β-D-mannosyldiacetylchitobiosyldiphosphodolichol
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CAS number | Not Available |
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Weight | Average: 2110.857 Monoisotopic: 2109.422449182 |
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InChI Key | DIUBVDNAHFKZAP-CZRFIVDBSA-N |
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InChI | InChI=1S/C122H202N2O22P2/c1-86(2)43-24-44-87(3)45-25-46-88(4)47-26-48-89(5)49-27-50-90(6)51-28-52-91(7)53-29-54-92(8)55-30-56-93(9)57-31-58-94(10)59-32-60-95(11)61-33-62-96(12)63-34-64-97(13)65-35-66-98(14)67-36-68-99(15)69-37-70-100(16)71-38-72-101(17)73-39-74-102(18)75-40-76-103(19)77-41-78-104(20)79-42-80-105(21)81-82-139-147(135,136)146-148(137,138)145-121-112(124-107(23)129)115(132)118(110(85-127)142-121)143-120-111(123-106(22)128)114(131)119(109(84-126)141-120)144-122-117(134)116(133)113(130)108(83-125)140-122/h43,45,47,49,51,53,55,57,59,61,63,65,67,69,71,73,75,77,79,105,108-122,125-127,130-134H,24-42,44,46,48,50,52,54,56,58,60,62,64,66,68,70,72,74,76,78,80-85H2,1-23H3,(H,123,128)(H,124,129)(H,135,136)(H,137,138)/b87-45+,88-47+,89-49+,90-51+,91-53-,92-55+,93-57+,94-59+,95-61+,96-63+,97-65+,98-67+,99-69+,100-71-,101-73+,102-75+,103-77+,104-79+/t105?,108-,109-,110-,111-,112-,113-,114-,115-,116+,117+,118-,119-,120+,121-,122+/m1/s1 |
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IUPAC Name | {[(2R,3R,4R,5S,6R)-3-acetamido-5-{[(2S,3R,4R,5S,6R)-3-acetamido-4-hydroxy-6-(hydroxymethyl)-5-{[(2S,3S,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl]oxy}-4-hydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}({[hydroxy({[(6E,10E,14E,18E,22Z,26E,30E,34E,38E,42E,46E,50E,54E,58Z,62E,66E,70E,74E)-3,7,11,15,19,23,27,31,35,39,43,47,51,55,59,63,67,71,75,79-icosamethyloctaconta-6,10,14,18,22,26,30,34,38,42,46,50,54,58,62,66,70,74,78-nonadecaen-1-yl]oxy})phosphoryl]oxy})phosphinic acid |
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Traditional IUPAC Name | [(2R,3R,4R,5S,6R)-3-acetamido-5-{[(2S,3R,4R,5S,6R)-3-acetamido-4-hydroxy-6-(hydroxymethyl)-5-{[(2S,3S,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl]oxy}-4-hydroxy-6-(hydroxymethyl)oxan-2-yl]oxy({hydroxy[(6E,10E,14E,18E,22Z,26E,30E,34E,38E,42E,46E,50E,54E,58Z,62E,66E,70E,74E)-3,7,11,15,19,23,27,31,35,39,43,47,51,55,59,63,67,71,75,79-icosamethyloctaconta-6,10,14,18,22,26,30,34,38,42,46,50,54,58,62,66,70,74,78-nonadecaen-1-yl]oxyphosphoryl}oxy)phosphinic acid |
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Chemical Formula | C122H202N2O22P2 |
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SMILES | OC[C@H]1O[C@@H](O[C@H]2[C@H](O)[C@@H](NC(C)=O)[C@@H](O[C@@H]2CO)O[C@H]2[C@H](O)[C@@H](NC(=O)C)[C@H](O[C@@H]2CO)OP(=O)(O)OP(=O)(O)OCCC(C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(\C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(\C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CCC=C(C)C)[C@@H](O)[C@@H](O)[C@@H]1O |
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Chemical Taxonomy |
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Physical Properties |
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State | Solid |
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Charge | 0 |
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Melting point | Not Available |
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Experimental Properties | Property | Value | Reference |
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Water Solubility | Not Available | PhysProp | LogP | Not Available | PhysProp |
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Predicted Properties | |
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Biological Properties |
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Cellular Locations | |
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Organoleptic Properties | Not Available |
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SMPDB Pathways | Not Available |
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KEGG Pathways | Not Available |
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SMPDB Reactions | Not Available |
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KEGG Reactions | Not Available |
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Concentrations |
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Intracellular Concentrations | Not Available |
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Extracellular Concentrations | Not Available |
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Spectra |
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Spectra | Not Available |
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References |
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References: | - 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
- Romero, P. A., Lussier, M., Sdicu, A. M., Bussey, H., Herscovics, A. (1997). "Ktr1p is an alpha-1,2-mannosyltransferase of Saccharomyces cerevisiae. Comparison of the enzymic properties of soluble recombinant Ktr1p and Kre2p/Mnt1p produced in Pichia pastoris." Biochem J 321 ( Pt 2):289-295.9020857
- Huh, W. K., Falvo, J. V., Gerke, L. C., Carroll, A. S., Howson, R. W., Weissman, J. S., O'Shea, E. K. (2003). "Global analysis of protein localization in budding yeast." Nature 425:686-691.14562095
- Lobsanov, Y. D., Romero, P. A., Sleno, B., Yu, B., Yip, P., Herscovics, A., Howell, P. L. (2004). "Structure of Kre2p/Mnt1p: a yeast alpha1,2-mannosyltransferase involved in mannoprotein biosynthesis." J Biol Chem 279:17921-17931.14752117
- Lussier, M., Sdicu, A. M., Camirand, A., Bussey, H. (1996). "Functional characterization of the YUR1, KTR1, and KTR2 genes as members of the yeast KRE2/MNT1 mannosyltransferase gene family." J Biol Chem 271:11001-11008.8631921
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Synthesis Reference: | Not Available |
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External Links: | |
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