5-Acetamido-2-[[5-(4-amino-2-oxopyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methoxy-hydroxyphosphoryl]oxy-4-hydroxy-6-(1,2,3-trihydroxypropyl)oxane-2-carboxylic acid (BioDeep_00001882462)

   


代谢物信息卡片


5-Acetamido-2-[[5-(4-amino-2-oxopyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methoxy-hydroxyphosphoryl]oxy-4-hydroxy-6-(1,2,3-trihydroxypropyl)oxane-2-carboxylic acid

化学式: C20H31N4O16P (614.1472616)
中文名称:
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: CC(=O)NC1C(CC(OC1C(C(CO)O)O)(C(=O)O)OP(=O)(O)OCC2C(C(C(O2)N3C=CC(=NC3=O)N)O)O)O
InChI: InChI=1S/C20H31N4O16P/c1-7(26)22-12-8(27)4-20(18(32)33,39-16(12)13(29)9(28)5-25)40-41(35,36)37-6-10-14(30)15(31)17(38-10)24-3-2-11(21)23-19(24)34/h2-3,8-10,12-17,25,27-31H,4-6H2,1H3,(H,22,26)(H,32,33)(H,35,36)(H2,21,23,34)



数据库引用编号

3 个数据库交叉引用编号

分类词条

相关代谢途径

Reactome(0)

BioCyc(0)

PlantCyc(0)

代谢反应

0 个相关的代谢反应过程信息。

Reactome(0)

BioCyc(0)

WikiPathways(0)

Plant Reactome(0)

INOH(0)

PlantCyc(0)

COVID-19 Disease Map(0)

PathBank(0)

PharmGKB(0)

0 个相关的物种来源信息

在这里通过桑基图来展示出与当前的这个代谢物在我们的BioDeep知识库中具有相关联信息的其他代谢物。在这里进行关联的信息来源主要有:

  • PubMed: 来源于PubMed文献库中的文献信息,我们通过自然语言数据挖掘得到的在同一篇文献中被同时提及的相关代谢物列表,这个列表按照代谢物同时出现的文献数量降序排序,取前10个代谢物作为相关研究中关联性很高的代谢物集合展示在桑基图中。
  • NCBI Taxonomy: 通过文献数据挖掘,得到的代谢物物种来源信息关联。这个关联信息同样按照出现的次数降序排序,取前10个代谢物作为高关联度的代谢物集合展示在桑吉图上。
  • Chemical Taxonomy: 在物质分类上处于同一个分类集合中的其他代谢物
  • Chemical Reaction: 在化学反应过程中,存在为当前代谢物相关联的生化反应过程中的反应底物或者反应产物的关联代谢物信息。

点击图上的相关代谢物的名称,可以跳转到相关代谢物的信息页面。



文献列表

  • Emmanuel Nji, Ashutosh Gulati, Abdul Aziz Qureshi, Mathieu Coincon, David Drew. Structural basis for the delivery of activated sialic acid into Golgi for sialyation. Nature structural & molecular biology. 2019 06; 26(6):415-423. doi: 10.1038/s41594-019-0225-y. [PMID: 31133698]
  • J Alfredo Blakeley-Ruiz, Alison R Erickson, Brandi L Cantarel, Weili Xiong, Rachel Adams, Janet K Jansson, Claire M Fraser, Robert L Hettich. Metaproteomics reveals persistent and phylum-redundant metabolic functional stability in adult human gut microbiomes of Crohn's remission patients despite temporal variations in microbial taxa, genomes, and proteomes. Microbiome. 2019 02; 7(1):18. doi: 10.1186/s40168-019-0631-8. [PMID: 30744677]
  • Sunita Gulati, Ian C Schoenhofen, Dennis M Whitfield, Andrew D Cox, Jianjun Li, Frank St Michael, Evgeny V Vinogradov, Jacek Stupak, Bo Zheng, Makoto Ohnishi, Magnus Unemo, Lisa A Lewis, Rachel E Taylor, Corinna S Landig, Sandra Diaz, George W Reed, Ajit Varki, Peter A Rice, Sanjay Ram. Utilizing CMP-Sialic Acid Analogs to Unravel Neisseria gonorrhoeae Lipooligosaccharide-Mediated Complement Resistance and Design Novel Therapeutics. PLoS pathogens. 2015 Dec; 11(12):e1005290. doi: 10.1371/journal.ppat.1005290. [PMID: 26630657]
  • Paola Rota, Federica Cirillo, Marco Piccoli, Antonio Gregorio, Guido Tettamanti, Pietro Allevi, Luigi Anastasia. Synthesis and biological evaluation of several dephosphonated analogues of CMP-Neu5Ac as inhibitors of GM3-synthase. Chemistry (Weinheim an der Bergstrasse, Germany). 2015 Oct; 21(41):14614-29. doi: 10.1002/chem.201501770. [PMID: 26397189]
  • Christopher Burlak, Marshall Bern, Alejandro E Brito, Dragan Isailovic, Zheng-Yu Wang, Jose L Estrada, Ping Li, A Joseph Tector. N-linked glycan profiling of GGTA1/CMAH knockout pigs identifies new potential carbohydrate xenoantigens. Xenotransplantation. 2013 Sep; 20(5):277-91. doi: 10.1111/xen.12047. [PMID: 24033743]
  • Thomas J Inzana, Rajiv Balyan, Michael D Howard. Decoration of Histophilus somni lipooligosaccharide with N-acetyl-5-neuraminic acid enhances bacterial binding of complement factor H and resistance to killing by serum and polymorphonuclear leukocytes. Veterinary microbiology. 2012 Dec; 161(1-2):113-21. doi: 10.1016/j.vetmic.2012.07.008. [PMID: 22868182]
  • Leo Y-C Lin, Bojana Rakic, Cecilia P C Chiu, Emilie Lameignere, Warren W Wakarchuk, Stephen G Withers, Natalie C J Strynadka. Structure and mechanism of the lipooligosaccharide sialyltransferase from Neisseria meningitidis. The Journal of biological chemistry. 2011 Oct; 286(43):37237-48. doi: 10.1074/jbc.m111.249920. [PMID: 21880735]
  • Hiroyuki Kajiura, Ryo Misaki, Kazuhito Fujiyama, Tatsuji Seki. Stable coexpression of two human sialylation enzymes in plant suspension-cultured tobacco cells. Journal of bioscience and bioengineering. 2011 Apr; 111(4):471-7. doi: 10.1016/j.jbiosc.2010.11.018. [PMID: 21220208]
  • Shou Takashima, Junichi Seino, Takeshi Nakano, Kazuhito Fujiyama, Masafumi Tsujimoto, Nobuhiro Ishida, Yasuhiro Hashimoto. Analysis of CMP-sialic acid transporter-like proteins in plants. Phytochemistry. 2009 Dec; 70(17-18):1973-81. doi: 10.1016/j.phytochem.2009.09.017. [PMID: 19822337]
  • Thierry Hennet. From glycosylation disorders back to glycosylation: what have we learned?. Biochimica et biophysica acta. 2009 Sep; 1792(9):921-4. doi: 10.1016/j.bbadis.2008.10.006. [PMID: 19007883]
  • Hans Bakker, Françoise Routier, Angel Ashikov, Detlef Neumann, Dirk Bosch, Rita Gerardy-Schahn. A CMP-sialic acid transporter cloned from Arabidopsis thaliana. Carbohydrate research. 2008 Aug; 343(12):2148-52. doi: 10.1016/j.carres.2008.01.010. [PMID: 18258224]
  • Alexandra Castilho, Martin Pabst, Renaud Leonard, Christiane Veit, Friedrich Altmann, Lukas Mach, Josef Glössl, Richard Strasser, Herta Steinkellner. Construction of a functional CMP-sialic acid biosynthesis pathway in Arabidopsis. Plant physiology. 2008 May; 147(1):331-9. doi: 10.1104/pp.108.117572. [PMID: 18326787]
  • Laura Huopaniemi, Meelis Kolmer, Jaana Niittymäki, Markku Pelto-Huikko, Risto Renkonen. Inflammation-induced transcriptional regulation of Golgi transporters required for the synthesis of sulfo sLex glycan epitopes. Glycobiology. 2004 Dec; 14(12):1285-94. doi: 10.1093/glycob/cwh131. [PMID: 15269183]
  • Jared J Aumiller, Jason R Hollister, Donald L Jarvis. A transgenic insect cell line engineered to produce CMP-sialic acid and sialylated glycoproteins. Glycobiology. 2003 Jun; 13(6):497-507. doi: 10.1093/glycob/cwg051. [PMID: 12626399]
  • Sunita Gulati, Kedarnath Sastry, Jens C Jensenius, Peter A Rice, Sanjay Ram. Regulation of the mannan-binding lectin pathway of complement on Neisseria gonorrhoeae by C1-inhibitor and alpha 2-macroglobulin. Journal of immunology (Baltimore, Md. : 1950). 2002 Apr; 168(8):4078-86. doi: 10.4049/jimmunol.168.8.4078. [PMID: 11937567]
  • Chao-Ming Tsai, George Kao, Peixuan Zhu. Influence of the length of the lipooligosaccharide alpha chain on its sialylation in Neisseria meningitidis. Infection and immunity. 2002 Jan; 70(1):407-11. doi: 10.1128/iai.70.1.407-411.2002. [PMID: 11748209]
  • A E Hills, A Patel, P Boyd, D C James. Metabolic control of recombinant monoclonal antibody N-glycosylation in GS-NS0 cells. Biotechnology and bioengineering. 2001 Oct; 75(2):239-51. doi: 10.1002/bit.10022. [PMID: 11536148]
  • D L Jack, G A Jarvis, C L Booth, M W Turner, N J Klein. Mannose-binding lectin accelerates complement activation and increases serum killing of Neisseria meningitidis serogroup C. The Journal of infectious diseases. 2001 Oct; 184(7):836-45. doi: 10.1086/323204. [PMID: 11509995]
  • T S Raju, J B Briggs, S M Chamow, M E Winkler, A J Jones. Glycoengineering of therapeutic glycoproteins: in vitro galactosylation and sialylation of glycoproteins with terminal N-acetylglucosamine and galactose residues. Biochemistry. 2001 Jul; 40(30):8868-76. doi: 10.1021/bi010475i. [PMID: 11467948]
  • K Aoki, N Ishida, M Kawakita. Substrate recognition by UDP-galactose and CMP-sialic acid transporters. Different sets of transmembrane helices are utilized for the specific recognition of UDP-galactose and CMP-sialic acid. The Journal of biological chemistry. 2001 Jun; 276(24):21555-61. doi: 10.1074/jbc.m101462200. [PMID: 11279205]
  • J G Leroy, R Seppala, M Huizing, G Dacremont, H De Simpel, R N Van Coster, E Orvisky, D M Krasnewich, W A Gahl. Dominant inheritance of sialuria, an inborn error of feedback inhibition. American journal of human genetics. 2001 Jun; 68(6):1419-27. doi: 10.1086/320598. [PMID: 11326336]
  • S M Lawrence, K A Huddleston, N Tomiya, N Nguyen, Y C Lee, W F Vann, T A Coleman, M J Betenbaugh. Cloning and expression of human sialic acid pathway genes to generate CMP-sialic acids in insect cells. Glycoconjugate journal. 2001 Mar; 18(3):205-13. doi: 10.1023/a:1012452705349. [PMID: 11602804]
  • H Ferreira, R Seppala, R Pinto, M Huizing, E Martins, A C Braga, L Gomes, D M Krasnewich, M C Sa Miranda, W A Gahl. Sialuria in a Portuguese girl: clinical, biochemical, and molecular characteristics. Molecular genetics and metabolism. 1999 Jun; 67(2):131-7. doi: 10.1006/mgme.1999.2852. [PMID: 10356312]
  • D J McGee, R F Rest. Regulation of gonococcal sialyltransferase, lipooligosaccharide, and serum resistance by glucose, pyruvate, and lactate. Infection and immunity. 1996 Nov; 64(11):4630-7. doi: 10.1128/iai.64.11.4630-4637.1996. [PMID: 8890217]
  • R Chammas, J M McCaffery, A Klein, Y Ito, L Saucan, G Palade, M G Farquhar, A Varki. Uptake and incorporation of an epitope-tagged sialic acid donor into intact rat liver Golgi compartments. Functional localization of sialyltransferase overlaps with beta-galactosyltransferase but not with sialic acid O-acetyltransferase. Molecular biology of the cell. 1996 Nov; 7(11):1691-707. doi: 10.1091/mbc.7.11.1691. [PMID: 8930893]
  • N J Parsons, J P Emond, M Goldner, J Bramley, H Crooke, J A Cole, H Smith. Lactate enhancement of sialylation of gonococcal lipopolysaccharide and of induction of serum resistance by CMP-NANA is not due to direct activation of the sialyltransferase: metabolic events are involved. Microbial pathogenesis. 1996 Sep; 21(3):193-204. doi: 10.1006/mpat.1996.0054. [PMID: 8878016]
  • M J Gill, D P McQuillen, J P van Putten, L M Wetzler, J Bramley, H Crooke, N J Parsons, J A Cole, H Smith. Functional characterization of a sialyltransferase-deficient mutant of Neisseria gonorrhoeae. Infection and immunity. 1996 Aug; 64(8):3374-8. doi: 10.1128/iai.64.8.3374-3378.1996. [PMID: 8757878]
  • H Schneider, K A Schmidt, D R Skillman, L Van De Verg, R L Warren, H J Wylie, J C Sadoff, C D Deal, A S Cross. Sialylation lessens the infectivity of Neisseria gonorrhoeae MS11mkC. The Journal of infectious diseases. 1996 Jun; 173(6):1422-7. doi: 10.1093/infdis/173.6.1422. [PMID: 8648215]
  • M Goldner, J P Emond, E Germani, J M Launay, A Dublanchet. [Kinetics of sialylation of Neisseria gonorrhoeae by radiolabelled cytidine 5'monophospho-N-acetyl neuraminic acid]. Pathologie-biologie. 1996 Apr; 44(4):249-53. doi: NULL. [PMID: 8763586]
  • M Fritsch, C C Geilen, W Reutter. Determination of cytidine 5'-monophospho-N-acetylneuraminic acid pool size in cell culture scale using high-performance anion-exchange chromatography with pulsed amperometric detection. Journal of chromatography. A. 1996 Mar; 727(2):223-30. doi: 10.1016/0021-9673(95)01157-9. [PMID: 8919667]
  • N J Parsons, G J Boons, P R Ashton, P D Redfern, P Quirk, Y Gao, C Constantinidou, J Patel, J Bramley, J A Cole, H Smith. Lactic acid is the factor in blood cell extracts which enhances the ability of CMP-NANA to sialylate gonococcal lipopolysaccharide and induce serum resistance. Microbial pathogenesis. 1996 Feb; 20(2):87-100. doi: 10.1006/mpat.1996.0008. [PMID: 8722097]
  • T Chen, J Swanson, J Wilson, R J Belland. Heparin protects Opa+ Neisseria gonorrhoeae from the bactericidal action of normal human serum. Infection and immunity. 1995 May; 63(5):1790-5. doi: 10.1128/iai.63.5.1790-1795.1995. [PMID: 7729887]
  • H de la Paz, S J Cooke, J E Heckels. Effect of sialylation of lipopolysaccharide of Neisseria gonorrhoeae on recognition and complement-mediated killing by monoclonal antibodies directed against different outer-membrane antigens. Microbiology (Reading, England). 1995 Apr; 141 ( Pt 4)(?):913-20. doi: 10.1099/13500872-141-4-913. [PMID: 7539687]
  • J Bramley, R Demarco de Hormaeche, C Constantinidou, X Nassif, N Parsons, P Jones, H Smith, J Cole. A serum-sensitive, sialyltransferase-deficient mutant of Neisseria gonorrhoeae defective in conversion to serum resistance by CMP-NANA or blood cell extracts. Microbial pathogenesis. 1995 Mar; 18(3):187-95. doi: 10.1016/s0882-4010(95)90040-3. [PMID: 7565013]
  • J P Emond, A Dublanchet, M Goldner. Kinetics of conversion of Neisseria gonorrhoeae to resistance to complement by cytidine 5'-monophospho-N-acetyl neuraminic acid. Antonie van Leeuwenhoek. 1995; 67(3):281-8. doi: 10.1007/bf00873691. [PMID: 7778896]
  • R F Rest, J Liu, R Talukdar, J V Frangipane, D Simon. Interaction of pathogenic Neisseria with host defenses. What happens in vivo?. Annals of the New York Academy of Sciences. 1994 Aug; 730(?):182-96. doi: 10.1111/j.1749-6632.1994.tb44248.x. [PMID: 8080170]
  • N J Parsons, C Constantinidou, J A Cole, H Smith. Sialylation of lipopolysaccharide by CMP-NANA in viable gonococci is enhanced by low Mr material released from blood cell extracts but not by some UDP sugars. Microbial pathogenesis. 1994 Jun; 16(6):413-21. doi: 10.1006/mpat.1994.1041. [PMID: 7830528]
  • L M Chamberlain, R Strugnell, G Dougan, C E Hormaeche, R Demarco de Hormaeche. Neisseria gonorrhoeae strain MS11 harbouring a mutation in gene aroA is attenuated and immunogenic. Microbial pathogenesis. 1993 Jul; 15(1):51-63. doi: 10.1006/mpat.1993.1056. [PMID: 8412627]
  • C Butor, S Diaz, A Varki. High level O-acetylation of sialic acids on N-linked oligosaccharides of rat liver membranes. Differential subcellular distribution of 7- and 9-O-acetyl groups and of enzymes involved in their regulation. The Journal of biological chemistry. 1993 May; 268(14):10197-206. doi: NULL. [PMID: 8486687]
  • E R Sjoberg, A Varki. Kinetic and spatial interrelationships between ganglioside glycosyltransferases and O-acetyltransferase(s) in human melanoma cells. The Journal of biological chemistry. 1993 May; 268(14):10185-96. doi: . [PMID: 8486686]
  • J V Frangipane, R F Rest. Anaerobic growth and cytidine 5'-monophospho-N-acetylneuraminic acid act synergistically to induce high-level serum resistance in Neisseria gonorrhoeae. Infection and immunity. 1993 May; 61(5):1657-66. doi: 10.1128/iai.61.5.1657-1666.1993. [PMID: 8478054]
  • N J Parsons, P R Ashton, C Constantinidou, J A Cole, H Smith. Identification by mass spectrometry of CMP-NANA in diffusible material released from high M(r) blood cell fractions that confers serum resistance on gonococci. Microbial pathogenesis. 1993 Apr; 14(4):329-35. doi: 10.1006/mpat.1993.1032. [PMID: 8326856]
  • C Constantinidou, D Beadle, X H Zhou, N J Parsons, C C Sammons, J A Cole, H Smith. A high Mr factor in human blood which confers serum resistance on gonococci: some properties and synergism with CMP-NANA. Microbial pathogenesis. 1992 Jun; 12(6):421-32. doi: 10.1016/0882-4010(92)90005-9. [PMID: 1522797]
  • R F Rest, J V Frangipane. Growth of Neisseria gonorrhoeae in CMP-N-acetylneuraminic acid inhibits nonopsonic (opacity-associated outer membrane protein-mediated) interactions with human neutrophils. Infection and immunity. 1992 Mar; 60(3):989-97. doi: 10.1128/iai.60.3.989-997.1992. [PMID: 1541573]
  • N J Parsons, A Curry, A J Fox, D M Jones, J A Cole, H Smith. The serum resistance of gonococci in the majority of urethral exudates is due to sialylated lipopolysaccharide seen as a surface coat. FEMS microbiology letters. 1992 Jan; 69(3):295-9. doi: 10.1016/0378-1097(92)90663-9. [PMID: 1372874]
  • L M Wetzler, K Barry, M S Blake, E C Gotschlich. Gonococcal lipooligosaccharide sialylation prevents complement-dependent killing by immune sera. Infection and immunity. 1992 Jan; 60(1):39-43. doi: 10.1128/iai.60.1.39-43.1992. [PMID: 1729195]
  • H Smith. The Leeuwenhoek Lecture, 1991. The influence of the host on microbes that cause disease. Proceedings. Biological sciences. 1991 Nov; 246(1316):97-105. doi: 10.1098/rspb.1991.0130. [PMID: 1685245]
  • A J Fox, A Curry, D M Jones, R Demarco de Hormaeche, N J Parsons, J A Cole, H Smith. The surface structure seen on gonococci after treatment with CMP-NANA is due to sialylation of surface lipopolysaccharide previously described as a 'capsule'. Microbial pathogenesis. 1991 Sep; 11(3):199-210. doi: 10.1016/0882-4010(91)90050-k. [PMID: 1724790]
  • R Demarco de Hormaeche, R van Crevel, C E Hormaeche. Neisseria gonorrhoeae LPS variation, serum resistance and its induction by cytidine 5'-monophospho-N-acetylneuraminic acid. Microbial pathogenesis. 1991 Apr; 10(4):323-32. doi: 10.1016/0882-4010(91)90015-3. [PMID: 1716719]
  • N J Parsons, J A Cole, H Smith. Resistance to human serum of gonococci in urethral exudates is reduced by neuraminidase. Proceedings. Biological sciences. 1990 Jul; 241(1300):3-5. doi: 10.1098/rspb.1990.0056. [PMID: 1978333]
  • A J Fox, A Curry, P L Rowland, S Lancaster, D M Jones, N J Parsons, J A Cole, H Smith. A surface polysaccharide forms when gonococci are converted to serum resistance by cytidine 5'-monophospho-N-acetyl neuraminic acid. FEMS microbiology letters. 1990 Jan; 54(1-3):75-80. doi: 10.1016/0378-1097(90)90261-n. [PMID: 2108900]
  • W Straus, J M Keller. Competition between ligands of glycosyltransferases and horseradish peroxidase for binding sites on intracellular and plasma membranes of HeLa cells. Application of a micro-method for the semi-quantitation of surface-bound HRP. Histochemistry. 1990; 94(5):509-16. doi: 10.1007/bf00272615. [PMID: 2283314]
  • I J Thampoe, K Furukawa, E Vellvé, K O Lloyd. Sialyltransferase levels and ganglioside expression in melanoma and other cultured human cancer cells. Cancer research. 1989 Nov; 49(22):6258-64. doi: . [PMID: 2804971]
  • J F Bouhours, D Bouhours. Hydroxylation of CMP-NeuAc controls the expression of N-glycolylneuraminic acid in GM3 ganglioside of the small intestine of inbred rats. The Journal of biological chemistry. 1989 Oct; 264(29):16992-9. doi: . [PMID: 2793841]
  • A J Fox, D M Jones, S M Scotland, B Rowe, A Smith, M R Brown, R G Fitzgeorge, A Baskerville, N J Parsons, J A Cole. Serum killing of meningococci and several other gram-negative bacterial species is not decreased by incubating them with cytidine 5'-monophospho-N-acetyl neuraminic acid. Microbial pathogenesis. 1989 Oct; 7(4):317-8. doi: 10.1016/0882-4010(89)90050-8. [PMID: 2516218]
  • R Durrie, A Rosenberg. Anabolic sialosylation of gangliosides in situ in rat brain cortical slices. Journal of lipid research. 1989 Aug; 30(8):1259-66. doi: . [PMID: 2769077]
  • N J Parsons, J R Andrade, P V Patel, J A Cole, H Smith. Sialylation of lipopolysaccharide and loss of absorption of bactericidal antibody during conversion of gonococci to serum resistance by cytidine 5'-monophospho-N-acetyl neuraminic acid. Microbial pathogenesis. 1989 Jul; 7(1):63-72. doi: 10.1016/0882-4010(89)90112-5. [PMID: 2509853]
  • M Kuratana, T J Inzana, P Anderson. Sources of low-molecular-weight host factors that phenotypically increase the resistance of Haemophilus influenzae type b to bacteriolysis: non-identity with a factor active in gonococci. Microbial pathogenesis. 1989 Jul; 7(1):73-7. doi: 10.1016/0882-4010(89)90113-7. [PMID: 2509854]
  • C A Nairn, J A Cole, P V Patel, N J Parsons, J E Fox, H Smith. Cytidine 5'-monophospho-N-acetylneuraminic acid or a related compound is the low Mr factor from human red blood cells which induces gonococcal resistance to killing by human serum. Journal of general microbiology. 1988 Dec; 134(12):3295-306. doi: 10.1099/00221287-134-12-3295. [PMID: 3151997]
  • A W Brändli, G C Hansson, E Rodriguez-Boulan, K Simons. A polarized epithelial cell mutant deficient in translocation of UDP-galactose into the Golgi complex. The Journal of biological chemistry. 1988 Nov; 263(31):16283-90. doi: . [PMID: 3141404]
  • N J Parsons, P V Patel, E L Tan, J R Andrade, C A Nairn, M Goldner, J A Cole, H Smith. Cytidine 5'-monophospho-N-acetyl neuraminic acid and a low molecular weight factor from human blood cells induce lipopolysaccharide alteration in gonococci when conferring resistance to killing by human serum. Microbial pathogenesis. 1988 Oct; 5(4):303-9. doi: 10.1016/0882-4010(88)90103-9. [PMID: 3148816]
  • H Kadowaki, L A Symanski, R S Koff. Nonspecific lipid transfer protein in the assay of a membrane-bound enzyme CMP-N-acetyl-neuraminate:lactosylceramide sialyltransferase. Journal of lipid research. 1988 Jan; 29(1):52-62. doi: . [PMID: 3356952]
  • R Durrie, M Saito, A Rosenberg. Glycolipid sialosyltransferase activity in synaptosomes exhibits a product specificity for (2-8)disialosyl lactosyl ceramide (ganglioside GD3). Journal of neuroscience research. 1987; 18(3):456-65. doi: 10.1002/jnr.490180312. [PMID: 2830410]
  • M Igarashi, Y Komiya, M Kurokawa. A ganglioside species (GD1 alpha) migrates at a slow rate and CMP-sialic acid severalfold faster in Xenopus sciatic nerve: fluorographic demonstration. Journal of neurochemistry. 1986 Dec; 47(6):1720-7. doi: 10.1111/j.1471-4159.1986.tb13080.x. [PMID: 2430059]
  • R Cecchelli, R Cacan, A Verbert. Mechanism of UDP-sugar transport into intracellular vesicles. Occurrence of UDP-GlcNAc/UDP and UDP-Gal/UDP antiports. FEBS letters. 1986 Nov; 208(2):407-12. doi: 10.1016/0014-5793(86)81058-4. [PMID: 3780976]
  • R Cacan, R Cecchelli, B Hoflack, A Verbert. Intralumenal pool and transport of CMP-N-acetylneuraminic acid, GDP-fucose and UDP-galactose. Study with plasma-membrane-permeabilized mouse thymocytes. The Biochemical journal. 1984 Nov; 224(1):277-84. doi: 10.1042/bj2240277. [PMID: 6508764]
  • K E Creek, V P Walter, D Evers, E Yeo, W L Elliott, P F Heinstein, D M Morré, D J Morré. Sialoglycoconjugate changes during 2-acetylaminofluorene-induced hepatocarcinogenesis in the rat. Biochimica et biophysica acta. 1984 Apr; 793(2):133-40. doi: 10.1016/0005-2760(84)90314-x. [PMID: 6712962]
  • T Brackmann, S Geldmeyer, R Jahn, H D Söling. Radioenzymatic determination of CMP-N-acetylsialic acid and free N-acetylsialic acid in biological material. Analytical biochemistry. 1983 Apr; 130(2):369-75. doi: 10.1016/0003-2697(83)90601-2. [PMID: 6869823]
  • H Bador, R Morelis, P Louisot. Effects of 1-palmitoyl-sn-glycero-3-phosphorylcholine on the properties of a solubilized sialyltransferase activity from mouse liver. Biochimica et biophysica acta. 1982 Aug; 706(1):36-41. doi: 10.1016/0167-4838(82)90372-7. [PMID: 7126592]
  • W Ferwerda, C M Blok, J Heijlman. Turnover of free sialic acid, CMP-sialic acid, and bound sialic acid in rat brain. Journal of neurochemistry. 1981 Apr; 36(4):1492-9. doi: 10.1111/j.1471-4159.1981.tb00591.x. [PMID: 7264646]
  • I M Evans, R Hilf, M Murphy, H B Bosmann. Correlation of serum, tumor, and liver serum glycoprotein: N-acetylneuraminic acid transferase activity with growth of the R3230AC mammary tumor in rats and relationship of the serum activity to tumor burden. Cancer research. 1980 Sep; 40(9):3103-11. doi: . [PMID: 7427928]
  • G E Schmidt, A P Martin, J F Townsend, M L Vorbeck. Basement membrane synthesis in spontaneously diabetic Mystromys albicaudatus. Laboratory investigation; a journal of technical methods and pathology. 1980 Sep; 43(3):217-24. doi: NULL. [PMID: 6249972]
  • P Fan, P Datta. Incorporation of glycosidically linked sialic acid from radiolabeled free sialic acid and cytidine monophosphate-sialic acid by intact hamster fibroblasts: a reexamination. Biochemistry. 1980 Apr; 19(9):1893-900. doi: 10.1021/bi00550a025. [PMID: 7378379]
  • D J Carey, C B Hirschberg. Metabolism of N-acetylneuraminic acid in mammals: isolation and characterization of CMP-N-acetylneuraminic acid. Biochemistry. 1979 May; 18(10):2086-92. doi: 10.1021/bi00577a038. [PMID: 435467]
  • W van Dijk, A M Lasthuis, D H van den Eijnden. Glycoprotein biosynthesis in calf kidney. Glycoprotein sialyltransferase activities towards serum glycoproteins and calf Tamm-Horsfall glycoprotein. Biochimica et biophysica acta. 1979 Apr; 584(1):129-42. doi: 10.1016/0304-4165(79)90243-5. [PMID: 36173]
  • J P Kamerling, G Strecker, J P Farriaux, L Dorland, J Haverkamp, J F Vliegenthart. 2-Acetamidoglucal, a new metabolite isolated from the urine of a patient with sialuria. Biochimica et biophysica acta. 1979 Mar; 583(3):403-8. doi: 10.1016/0304-4165(79)90465-3. [PMID: 444571]
  • E Köttgen, C Bauer, W Reutter, W Gerok. [Glycoproteins: their biological and clinical significance. I (author's transl)]. Klinische Wochenschrift. 1979 Feb; 57(4):151-9. doi: 10.1007/bf01477402. [PMID: 423481]
  • S K Chatterjee, M Bhattacharya, J J Barlow. Elevated activity of cytidine 5'-monophospho-N-acetylneuraminic acid hydrolase in serum of ovarian cancer patients as a possible indicator of malignancy. Biochemical and biophysical research communications. 1978 Feb; 80(4):826-32. doi: 10.1016/0006-291x(78)91319-0. [PMID: 205219]
  • W Van Dijk, H Maier, D H Van den Eijnden. CMP-N-acetylneuraminic acid hydrolase, an ectoenzyme distributed unevenly over the hepatocyte surface. Biochimica et biophysica acta. 1977 Apr; 466(1):187-97. doi: 10.1016/0005-2736(77)90218-8. [PMID: 192292]
  • W van Dijk, H Maier, D H van den Eijnden. Properties and subcellular localization of CMP-N-acetylneuraminic acid hydrolase of calf kidney. Biochimica et biophysica acta. 1976 Oct; 444(3):816-34. doi: 10.1016/0304-4165(76)90329-9. [PMID: 10974]
  • H Okubo, K Shibata, H Ishibashi, T Yanase. Developmental studies on glucosamine metabolism. Proceedings of the Society for Experimental Biology and Medicine. Society for Experimental Biology and Medicine (New York, N.Y.). 1976 Sep; 152(4):626-30. doi: 10.3181/00379727-152-39455. [PMID: 967894]
  • M S Kuhlenschmidt, S P Peters, O D Pinkard, R H Glew, H Sharp. Cytidine-5'-monophosphate-N-acetylneuraminic acid. Asialoglycoprotein sialic acid transferase activity in liver and serum of patients with juvenile hepatic cirrhosis and alpha-1-antitrypsin deficiency. Biochimica et biophysica acta. 1976 Apr; 429(2):359-73. doi: 10.1016/0005-2744(76)90284-9. [PMID: 1083250]
  • M SHOYAB, B K BACHHAWAT. DISTRIBUTION OF CMP-N-ACETYL NEURAMINIC ACID SYNTHESIZING ENZYME, & LIPID & NON-LIPID BOUND SIALIC ACID IN VARIOUS REGIONS OF SHEEP BRAIN. Indian journal of biochemistry. 1965 Mar; 2(?):6-9. doi: ". [PMID: 14334172]
  • . . . . doi: . [PMID: 17506657]