{"ymdb_id":"YMDB00934","created_at":"2011-05-30T04:00:49.000Z","updated_at":"2016-09-08T18:36:04.000Z","name":"N-acetyl-D-glucosaminyldiphosphodolichol","cas":null,"state":"Solid","melting_point":null,"description":"N-Acetyl-D-glucosaminyldiphosphodolichol is an intermediate in N-glycan biosynthesis, and the byproduct of N-acetylglucosaminyldiphosphodolichol [EC 2.4.1.141] and UDP-N-acetylglucosamine-dolichyl-phosphate [EC 2.7.8.15]. [KEGG]","experimental_water_solubility":null,"experimental_logp_hydrophobicity":"","location":null,"synthesis_reference":null,"chebi_id":"18278","hmdb_id":"HMDB01445","kegg_id":"C04500","pubchem_id":"440363","cs_id":null,"foodb_id":null,"wikipedia_link":null,"biocyc_id":null,"iupac":"{[(2R,3R,4R,5S,6R)-3-acetamido-4,5-dihydroxy-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","traditional_iupac":"[(2R,3R,4R,5S,6R)-3-acetamido-4,5-dihydroxy-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","logp":"29.757511136666665","pka":"3.171830961728887","alogps_solubility":"6.55e-04 g/l","alogps_logp":"9.00","alogps_logs":"-6.43","acceptor_count":"9","donor_count":"6","rotatable_bond_count":"67","polar_surface_area":"201.30999999999997","refractivity":"543.9243999999997","polarizability":"217.68003788177606","formal_charge":"0","physiological_charge":"-2","pka_strongest_basic":"-0.7842632652706848","pka_strongest_acidic":"1.7457526571666602","bioavailability":"0","number_of_rings":"1","rule_of_five":"0","ghose_filter":"0","veber_rule":"0","mddr_like_rule":"0","synonyms":["N-Acetyl-D-glucosaminyl-diphosphodolichol"],"pathways":[],"growth_conditions":[],"references":[{"pubmed_id":21051339,"citation":"UniProt Consortium (2011). \"Ongoing and future developments at the Universal Protein Resource.\" Nucleic Acids Res 39:D214-D219."},{"pubmed_id":21062828,"citation":"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."},{"pubmed_id":6215245,"citation":"Sharma, C. B., Lehle, L., Tanner, W. (1982). \"Solubilization and characterization of the initial enzymes of the dolichol pathway from yeast.\" Eur J Biochem 126:319-325."},{"pubmed_id":7873591,"citation":"Kukuruzinska, M. A., Lennon, K. (1995). \"Diminished activity of the first N-glycosylation enzyme, dolichol-P-dependent N-acetylglucosamine-1-P transferase (GPT), gives rise to mutant phenotypes in yeast.\" Biochim Biophys Acta 1247:51-59."}],"proteins":[{"created_at":"2011-05-24T19:20:17.000Z","updated_at":"2011-05-27T14:55:57.000Z","name":"UDP-N-acetylglucosamine--dolichyl-phosphate N-acetylglucosaminephosphotransferase","uniprot_id":"P07286","uniprot_name":"GPT_YEAST","enzyme":true,"transporter":false,"gene_name":"ALG7","num_residues":448,"molecular_weight":"50367.39844","theoretical_pi":"8.51","general_function":"Involved in phospho-N-acetylmuramoyl-pentapeptide-transferase activity","specific_function":"Catalyzes the initial step in the synthesis of dolichol- P-P-oligosaccharides","reactions":[{"id":2247,"direction":"\u003e","locations":"Endoplasmic reticulum membrane; Multi-pass membrane protein","altext":"UDP-N-acetyl-D-glucosamine + dolichyl phosphate = UMP + N-acetyl-D-glucosaminyl-diphosphodolichol.","export":false,"pw_reaction_id":null,"source":null},{"id":14869,"direction":"\u003e","locations":null,"altext":null,"export":true,"pw_reaction_id":"PW_R007060","source":"Smpdb"}],"signal_regions":"None","transmembrane_regions":"24-44;72-92;129-149;157-177;202-222;231-251;256-276;283-303;309-329;387-407;419-439","pdb_id":null,"cellular_location":"Endoplasmic reticulum membrane; Multi-pass membrane protein","genbank_gene_id":"Y00126","genbank_protein_id":"4685","gene_card_id":"ALG7","chromosome_location":"chromosome 2","locus":"YBR243C","synonyms":["GlcNAc-1-P transferase","G1PT","GPT","N-acetylglucosamine-1-phosphate transferase","Tunicamycin resistance protein 1"],"enzyme_classes":["2.7.8.15"],"go_classes":[{"category":"Component","description":" cell part"},{"category":"Component","description":" membrane part"},{"category":"Component","description":" intrinsic to membrane"},{"category":"Component","description":" integral to membrane"},{"category":"Function","description":" catalytic activity"},{"category":"Function","description":" transferase activity"},{"category":"Function","description":" transferase activity, transferring phosphorus-containing groups"},{"category":"Function","description":" phosphotransferase activity, for other substituted phosphate groups"},{"category":"Function","description":" phospho-N-acetylmuramoyl-pentapeptide-transferase activity"},{"category":"Process","description":" Not Available"}],"pfams":[{"name":"Glycos_transf_4","identifier":"PF00953"}],"pathways":[{"name":"N-Glycan biosynthesis","kegg_map_id":"00510"}],"gene_sequence":"ATGTTGCGACTTTTTTCACTGGCACTTATCACATGCTTAATCTACTATTCCAAAAATCAGGGCCCATCTGCTCTTGTTGCGGCCGTGGGATTTGGTATAGCAGGCTATTTAGCTACAGATATGTTGATTCCACGTGTGGGCAAATCCTTCATCAAAATAGGCCTATTCGGTAAGGACTTGAGTAAACCTGGCCGTCCGGTGCTTCCAGAAACAATAGGTGCTATCCCTGCTGCAGTTTATTTATTTGTAATGTTCATTTACATTCCCTTCATTTTCTACAAGTATATGGTCATAACCACTTCAGGTGGGGGCCATCGCGATGTCTCAGTGGTTGAAGATAACGGTATGAATTCTAATATTTTTCCTCATGATAAACTATCTGAATATTTGAGCGCTATCCTATGCTTGGAAAGTACGGTCCTCTTGGGTATCGCTGATGATTTATTTGATTTACGTTGGAGACATAAGTTTTTCTTGCCTGCCATTGCAGCCATCCCACTGCTAATGGTTTATTATGTGGATTTTGGAGTTACGCATGTACTTATTCCCGGATTCATGGAACGCTGGTTGAAAAAGACTAGTGTTGATTTGGGGCTGTGGTATTATGTTTATATGGCATCGATGGCAATTTTTTGCCCCAACTCCATCAACATCCTGGCAGGTGTTAATGGTTTAGAGGTTGGCCAATGTATAGTGTTGGCCATCTTAGCGCTATTGAACGATTTGCTGTACTTCTCGATGGGGCCATTAGCCACAAGAGACTCCCATAGGTTTTCCGCTGTTTTGATTATCCCATTTTTGGGTGTATCCTTGGCGCTATGGAAATGGAATCGTTGGCCCGCCACAGTGTTTGTGGGAGATACATATTGTTATTTCGCTGGAATGGTATTCGCAGTCGTTGGTATACTGGGTCATTTTTCAAAGACGATGCTTTTGCTATTCATTCCTCAAATCGTTAATTTTATTTATTCATGTCCTCAGCTATTCAAATTGGTCCCCTGCCCGAGACATAGGTTACCTAAATTTAATGAAAAAGACGGTTTAATGTATCCATCAAGAGCAAACTTAAAAGAAGAACCGCCAAAGAGCATTTTTAAACCGATCTTGAAGTTACTATACTGTCTCCATTTGATTGACCTGGAATTTGATGAAAATAATGAGATTATTAGCACCTCTAATATGACGTTAATAAACTTGACATTAGTATGGTTTGGCCCTATGAGGGAAGACAAATTGTGCAATACAATCTTGAAGTTGCAATTCTGCATTGGAATTTTGGCTTTACTTGGAAGACACGCTATAGGCGCTATCATCTTTGGCCACGACAACCTATGGACAGTACGTTGA","protein_sequence":"MLRLFSLALITCLIYYSKNQGPSALVAAVGFGIAGYLATDMLIPRVGKSFIKIGLFGKDLSKPGRPVLPETIGAIPAAVYLFVMFIYIPFIFYKYMVITTSGGGHRDVSVVEDNGMNSNIFPHDKLSEYLSAILCLESTVLLGIADDLFDLRWRHKFFLPAIAAIPLLMVYYVDFGVTHVLIPGFMERWLKKTSVDLGLWYYVYMASMAIFCPNSINILAGVNGLEVGQCIVLAILALLNDLLYFSMGPLATRDSHRFSAVLIIPFLGVSLALWKWNRWPATVFVGDTYCYFAGMVFAVVGILGHFSKTMLLLFIPQIVNFIYSCPQLFKLVPCPRHRLPKFNEKDGLMYPSRANLKEEPPKSIFKPILKLLYCLHLIDLEFDENNEIISTSNMTLINLTLVWFGPMREDKLCNTILKLQFCIGILALLGRHAIGAIIFGHDNLWTVR"},{"created_at":"2011-05-26T16:40:26.000Z","updated_at":"2011-05-27T15:01:00.000Z","name":"UDP-N-acetylglucosamine transferase subunit ALG13","uniprot_id":"P53178","uniprot_name":"ALG13_YEAST","enzyme":true,"transporter":false,"gene_name":"ALG13","num_residues":202,"molecular_weight":"22660.90039","theoretical_pi":"5.66","general_function":"Involved in transferase activity, transferring hexosyl groups","specific_function":"Involved in protein N-glycosylation. Essential for the second step of the dolichol-linked oligosaccharide pathway","reactions":[{"id":2437,"direction":"\u003e","locations":"Endoplasmic reticulum","altext":"UDP-N-acetyl-D-glucosamine + N-acetyl-D-glucosaminyl-diphosphodolichol = UDP + N,N'-diacetylchitobiosyl-diphosphodolichol.","export":false,"pw_reaction_id":null,"source":null},{"id":14870,"direction":null,"locations":null,"altext":null,"export":true,"pw_reaction_id":"PW_R007061","source":"Smpdb"}],"signal_regions":"None","transmembrane_regions":"None","pdb_id":null,"cellular_location":"Endoplasmic reticulum","genbank_gene_id":"Z72569","genbank_protein_id":"1322537","gene_card_id":"ALG13","chromosome_location":"chromosome 7","locus":"YGL047W","synonyms":["Asparagine-linked glycosylation protein 13"],"enzyme_classes":["2.4.1.141"],"go_classes":[{"category":"Component","description":" Not Available"},{"category":"Function","description":" catalytic activity"},{"category":"Function","description":" transferase activity"},{"category":"Function","description":" transferase activity, transferring glycosyl groups"},{"category":"Function","description":" transferase activity, transferring hexosyl groups"},{"category":"Function","description":" binding"},{"category":"Function","description":" carbohydrate binding"},{"category":"Process","description":" cellular lipid metabolic process"},{"category":"Process","description":" lipid modification"},{"category":"Process","description":" lipid glycosylation"},{"category":"Process","description":" metabolic process"},{"category":"Process","description":" primary metabolic process"},{"category":"Process","description":" carbohydrate metabolic process"},{"category":"Process","description":" lipid metabolic process"}],"pfams":[{"name":"Glyco_tran_28_C","identifier":"PF04101"}],"pathways":[{"name":"N-Glycan biosynthesis","kegg_map_id":"00510"}],"gene_sequence":"ATGGGTATTATTGAAGAAAAGGCTCTTTTTGTTACGTGTGGGGCAACGGTGCCATTTCCAAAGCTCGTCTCATGTGTGCTAAGCGACGAATTCTGCCAAGAATTGATTCAATATGGATTCGTACGTCTAATCATTCAGTTTGGGAGAAACTACAGTTCTGAATTTGAGCATTTAGTGCAAGAACGCGGGGGCCAAAGAGAAAGCCAAAAAATTCCAATTGACCAGTTTGGCTGTGGCGACACCGCAAGACAGTATGTCCTGATGAACGGGAAATTAAAGGTGATCGGGTTTGACTTTTCGACCAAGATGCAAAGTATTATACGTGATTATTCAGATTTGGTCATATCACACGCTGGAACGGGCTCTATACTAGATTCTCTACGGTTGAATAAACCGTTGATAGTTTGCGTAAACGATTCTTTGATGGATAACCACCAGCAGCAGATAGCAGACAAGTTTGTAGAGTTGGGCTACGTATGGTCTTGTGCACCCACTGAAACAGGTTTGATAGCTGGTTTACGTGCATCTCAAACAGAGAAACTCAAACCATTCCCAGTTTCTCATAACCCGTCATTTGAGCGATTGCTAGTTGAAACTATATACAGCTAG","protein_sequence":"MGIIEEKALFVTCGATVPFPKLVSCVLSDEFCQELIQYGFVRLIIQFGRNYSSEFEHLVQERGGQRESQKIPIDQFGCGDTARQYVLMNGKLKVIGFDFSTKMQSIIRDYSDLVISHAGTGSILDSLRLNKPLIVCVNDSLMDNHQQQIADKFVELGYVWSCAPTETGLIAGLRASQTEKLKPFPVSHNPSFERLLVETIYS"}]}