COENZYME B12 (BioDeep_00000855578)
代谢物信息卡片
Adenosylcobalamin
化学式: C72H100CoN18O17P-3 (1578.658308)
中文名称:
谱图信息:
最多检出来源 () 0%
分子结构信息
SMILES: CC1=CC2=C(C=C1C)N(C=N2)C3C(C(C(O3)CO)OP(=O)([O-])OC(C)CNC(=O)CCC4(C(C5C6(C(C(C(=N6)C(=C7C(C(C(=N7)C=C8C(C(C(=N8)C(=C4[N-]5)C)CCC(=O)N)(C)C)CCC(=O)N)(C)CC(=O)N)C)CCC(=O)N)(C)CC(=O)N)C)CC(=O)N)C)O.[CH2-]C1C(C(C(O1)N2C=NC3=C(N=CN=C32)N)O)O.[Co]
InChI: -1
描述信息
B - Blood and blood forming organs > B03 - Antianemic preparations > B03B - Vitamin b12 and folic acid > B03BA - Vitamin b12 (cyanocobalamin and analogues)
COVID info from COVID-19 Disease Map
Corona-virus
Coronavirus
SARS-CoV-2
COVID-19
SARS-CoV
COVID19
SARS2
SARS
同义名列表
2 个代谢物同义名
相关代谢途径
Reactome(9)
BioCyc(0)
PlantCyc(0)
代谢反应
5 个相关的代谢反应过程信息。
Reactome(4)
- Metabolism:
1-3-oxo-THA-CoA + CoA-SH ⟶ DHA-CoA + propionyl CoA - Metabolism of vitamins and cofactors:
H2O + Oxygen + PXL ⟶ H2O2 + PDXate - Metabolism of water-soluble vitamins and cofactors:
H2O + Oxygen + PXL ⟶ H2O2 + PDXate - Cobalamin (Cbl, vitamin B12) transport and metabolism:
Cbl + H+ + Homologues of MMACHC + TPNH ⟶ MMACHC:cob(II)alamin + TPN
BioCyc(0)
WikiPathways(0)
Plant Reactome(0)
INOH(0)
PlantCyc(0)
COVID-19 Disease Map(1)
- @COVID-19 Disease
Map["name"]:
2-Methyl-3-acetoacetyl-CoA + Coenzyme A ⟶ Acetyl-CoA + Propanoyl-CoA
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
- Ping Li, Qing Gu, Yuejiao Wang, Yue Yu, Lanlan Yang, Jieyan V Chen. Novel vitamin B12-producing Enterococcus spp. and preliminary in vitro evaluation of probiotic potentials.
Applied microbiology and biotechnology.
2017 Aug; 101(15):6155-6164. doi:
10.1007/s00253-017-8373-7. [PMID: 28634850] - Florian J Widner, Andrew D Lawrence, Evelyne Deery, Dana Heldt, Stefanie Frank, Karl Gruber, Klaus Wurst, Martin J Warren, Bernhard Kräutler. Total Synthesis, Structure, and Biological Activity of Adenosylrhodibalamin, the Non-Natural Rhodium Homologue of Coenzyme B12.
Angewandte Chemie (International ed. in English).
2016 09; 55(37):11281-6. doi:
10.1002/anie.201603738. [PMID: 27355790] - Yeounjoo Ko, Somasundar Ashok, Satish Kumar Ainala, Mugesh Sankaranarayanan, Ah Yeong Chun, Gyoo Yeol Jung, Sunghoon Park. Coenzyme B12 can be produced by engineered Escherichia coli under both anaerobic and aerobic conditions.
Biotechnology journal.
2014 Dec; 9(12):1526-35. doi:
10.1002/biot.201400221. [PMID: 25146562] - Jehona Jusufi, Terttu Suormala, Patricie Burda, Brian Fowler, D Sean Froese, Matthias R Baumgartner. Characterization of functional domains of the cblD (MMADHC) gene product.
Journal of inherited metabolic disease.
2014 Sep; 37(5):841-9. doi:
10.1007/s10545-014-9709-4. [PMID: 24722857] - Bridget Wilcken. Leukoencephalopathies associated with disorders of cobalamin and folate metabolism.
Seminars in neurology.
2012 Feb; 32(1):68-74. doi:
10.1055/s-0032-1306389. [PMID: 22422209] - David Watkins, David S Rosenblatt. Inborn errors of cobalamin absorption and metabolism.
American journal of medical genetics. Part C, Seminars in medical genetics.
2011 Feb; 157C(1):33-44. doi:
10.1002/ajmg.c.30288. [PMID: 21312325] - Wei-Ru Xu, Bao-Jin Hua, Wei Hou, Yan-Ju Bao. [Clinical randomized controlled study on acupuncture for treatment of peripheral neuropathy induced by chemotherapeutic drugs].
Zhongguo zhen jiu = Chinese acupuncture & moxibustion.
2010 Jun; 30(6):457-60. doi:
. [PMID: 20578381] - D S Froese, S Healy, M McDonald, G Kochan, U Oppermann, F H Niesen, R A Gravel. Thermolability of mutant MMACHC protein in the vitamin B12-responsive cblC disorder.
Molecular genetics and metabolism.
2010 May; 100(1):29-36. doi:
10.1016/j.ymgme.2010.02.005. [PMID: 20219402] - Dominique Padovani, Ruma Banerjee. A G-protein editor gates coenzyme B12 loading and is corrupted in methylmalonic aciduria.
Proceedings of the National Academy of Sciences of the United States of America.
2009 Dec; 106(51):21567-72. doi:
10.1073/pnas.0908106106. [PMID: 19955418] - B Fowler, J V Leonard, M R Baumgartner. Causes of and diagnostic approach to methylmalonic acidurias.
Journal of inherited metabolic disease.
2008 Jun; 31(3):350-60. doi:
10.1007/s10545-008-0839-4. [PMID: 18563633] - Friederike Hörster, Matthias R Baumgartner, Caroline Viardot, Terttu Suormala, Peter Burgard, Brian Fowler, Georg F Hoffmann, Sven F Garbade, Stefan Kölker, E Regula Baumgartner. Long-term outcome in methylmalonic acidurias is influenced by the underlying defect (mut0, mut-, cblA, cblB).
Pediatric research.
2007 Aug; 62(2):225-30. doi:
10.1203/pdr.0b013e3180a0325f. [PMID: 17597648] - B Graulet, J J Matte, A Desrochers, L Doepel, M-F Palin, C L Girard. Effects of dietary supplements of folic acid and vitamin B12 on metabolism of dairy cows in early lactation.
Journal of dairy science.
2007 Jul; 90(7):3442-55. doi:
10.3168/jds.2006-718. [PMID: 17582128] - R J Kelly, T M Gruner, J M Furlong, A R Sykes. Analysis of corrinoids in ovine tissues.
Biomedical chromatography : BMC.
2006 Aug; 20(8):806-14. doi:
10.1002/bmc.604. [PMID: 16345011] - D Coman, J Huang, S McTaggart, O Sakamoto, T Ohura, J McGill, J Burke. Renal transplantation in a 14-year-old girl with vitamin B12-responsive cblA-type methylmalonic acidaemia.
Pediatric nephrology (Berlin, Germany).
2006 Feb; 21(2):270-3. doi:
10.1007/s00467-005-2071-x. [PMID: 16247646] - R J Kelly, T M Gruner, A R Sykes. Development of a method for the separation of corrinoids in ovine tissues by HPLC.
Biomedical chromatography : BMC.
2005 May; 19(4):329-33. doi:
10.1002/bmc.444. [PMID: 15828057] - D Mecarocci. [Effect of Stressen on homocysteine blood levels in patients with cardiovascular disease or at risk by familial anamnesis].
La Clinica terapeutica.
2004 Feb; 155(2-3):61-3. doi:
NULL. [PMID: 15244108] - F Monteleone. [Controlled study of the effect of Stressen on homocysteine blood levels in patients with vascular disease].
La Clinica terapeutica.
2004 Feb; 155(2-3):65-7. doi:
NULL. [PMID: 15244109] - F Monteleone. [Study of the effect of Stressen on homocysteine blood levels in patients affected by vascular disease].
La Clinica terapeutica.
2004 Feb; 155(2-3):57-9. doi:
. [PMID: 15244107] - Emmanuel Roze, David Gervais, Sophie Demeret, Hélène Ogier de Baulny, Jacqueline Zittoun, Jean-François Benoist, Gérard Said, Charles Pierrot-Deseilligny, Francis Bolgert. Neuropsychiatric disturbances in presumed late-onset cobalamin C disease.
Archives of neurology.
2003 Oct; 60(10):1457-62. doi:
10.1001/archneur.60.10.1457. [PMID: 14568819] - Stephen Patterson, David O'Hagan. Biosynthetic studies on the tropane alkaloid hyoscyamine in Datura stramonium; hyoscyamine is stable to in vivo oxidation and is not derived from littorine via a vicinal interchange process.
Phytochemistry.
2002 Oct; 61(3):323-9. doi:
10.1016/s0031-9422(02)00200-5. [PMID: 12359518] - Avihu Boneh, Ronda F Greaves, Giuseppe Garra, James J Pitt. Metabolic treatment of pregnancy and postdelivery period in a patient with cobalamin A disease.
American journal of obstetrics and gynecology.
2002 Jul; 187(1):225-6. doi:
10.1067/mob.2002.119637. [PMID: 12114914] - R Biancheri, R Cerone, M C Schiaffino, U Caruso, E Veneselli, M V Perrone, A Rossi, R Gatti. Cobalamin (Cbl) C/D deficiency: clinical, neurophysiological and neuroradiologic findings in 14 cases.
Neuropediatrics.
2001 Feb; 32(1):14-22. doi:
10.1055/s-2001-12217. [PMID: 11315197] - R LoBrutto, V Bandarian, O T Magnusson, X Chen, V L Schramm, G H Reed. 5'-Deoxyadenosine contacts the substrate radical intermediate in the active site of ethanolamine ammonia-lyase: 2H and 13C electron nuclear double resonance studies.
Biochemistry.
2001 Jan; 40(1):9-14. doi:
10.1021/bi001865s. [PMID: 11141051] - D A Collins, H P Hogenkamp, M K O'Connor, S Naylor, L M Benson, T J Hardyman, L M Thorson. Biodistribution of radiolabeled adenosylcobalamin in patients diagnosed with various malignancies.
Mayo Clinic proceedings.
2000 Jun; 75(6):568-80. doi:
10.4065/75.6.568. [PMID: 10852417] - B Merinero, C Pérez-Cerdá, M J Garcia, B Chadefaux-Vekemans, P Kamoun, C Tonetti, J Zittoun, C Jakobs, M Ugarte. Reliability of biochemical parameters used in prenatal diagnosis of combined methylmalonic aciduria and homocystinuria.
Prenatal diagnosis.
1998 Sep; 18(9):947-52. doi:
10.1002/(sici)1097-0223(199809)18:9<947::aid-pd363>3.0.co;2-l. [PMID: 9793978] - A Larnaout, M A Mongalgi, N Kaabachi, D Khiari, A Debbabi, A Mebazza, M Ben Hamida, F Hentati. Methylmalonic acidaemia with bilateral globus pallidus involvement: a neuropathological study.
Journal of inherited metabolic disease.
1998 Aug; 21(6):639-44. doi:
10.1023/a:1005428432730. [PMID: 9762599] - N H Thomä, P F Leadlay. Homology modeling of human methylmalonyl-CoA mutase: a structural basis for point mutations causing methylmalonic aciduria.
Protein science : a publication of the Protein Society.
1996 Sep; 5(9):1922-7. doi:
10.1002/pro.5560050919. [PMID: 8880917] - E R Baumgarter, C Viardot. Long-term follow-up of 77 patients with isolated methylmalonic acidaemia.
Journal of inherited metabolic disease.
1995; 18(2):138-42. doi:
10.1007/bf00711749. [PMID: 7564229] - A A Qureshi, D S Rosenblatt, B A Cooper. Inherited disorders of cobalamin metabolism.
Critical reviews in oncology/hematology.
1994 Oct; 17(2):133-51. doi:
10.1016/1040-8428(94)90022-1. [PMID: 7818787] - S Oishi. Prevention of di(2-ethylhexyl)phthalate-induced testicular atrophy in rats by co-administration of the vitamin B12 derivative adenosylcobalamin.
Archives of environmental contamination and toxicology.
1994 May; 26(4):497-503. doi:
10.1007/bf00214153. [PMID: 8198428] - B Chadefaux-Vekemans, M O Rolland, S Lyonnet, D Rabier, P Divry, P Kamoun. Prenatal diagnosis of combined methylmalonic aciduria and homocystinuria (cobalamin CblC or CblD mutant).
Prenatal diagnosis.
1994 May; 14(5):417-8. doi:
10.1002/pd.1970140517. [PMID: 7916155] - S D Beltz, P L Doering. Efficacy of nutritional supplements used by athletes.
Clinical pharmacy.
1993 Dec; 12(12):900-8. doi:
NULL. [PMID: 8137607] - C P Turley, M A Brewster. Alpha-tocopherol protects against a reduction in adenosylcobalamin in oxidatively stressed human cells.
The Journal of nutrition.
1993 Jul; 123(7):1305-12. doi:
10.1093/jn/123.7.1305. [PMID: 8391565] - D S Rosenblatt. Vitamin B12 (Cbl)-responsive disorders.
Journal of nutritional science and vitaminology.
1992; Spec No(?):593-6. doi:
10.3177/jnsv.38.special_593. [PMID: 1297820] - E S Tsukerman, T L Korsova, A A Poznanskaia. [Vitamin B 12 metabolism and the status of sulfhydryl groups in protein-choline deficiency in rats. Effects of methyl- and adenosylcobalamins].
Voprosy pitaniia.
1992 Jan; ?(1):40-4. doi:
NULL. [PMID: 1621377] - R A Chalmers, M D Bain, J Mistry, B M Tracey, C Weaver. Enzymologic studies on patients with methylmalonic aciduria: basis for a clinical trial of deoxyadenosylcobalamin in a hydroxocobalamin-unresponsive patient.
Pediatric research.
1991 Dec; 30(6):560-3. doi:
10.1203/00006450-199112000-00014. [PMID: 1687159] - O D Golenko, N I Ryzhova, N V Miasishcheva. [The carcinogenic activity of N-nitroso-N-ethylurea in kidney organ cultures of mice exposed transplacentally to cobalamin coenzymes and folinic acid].
Biulleten' eksperimental'noi biologii i meditsiny.
1991 Mar; 111(3):292-4. doi:
NULL. [PMID: 2054508] - B A Cooper, D S Rosenblatt, D Watkins. Methylmalonic aciduria due to a new defect in adenosylcobalamin accumulation by cells.
American journal of hematology.
1990 Jun; 34(2):115-20. doi:
10.1002/ajh.2830340207. [PMID: 2339678] - T L Korsova, N A Morozova, A A Poznanskaia, B I Kurganov. [Comparative study of the effect of vitamin B12 coenzymes on monooxygenase system and lipid peroxidation in the liver of rabbits poisoned with phenylhydrazine].
Voprosy meditsinskoi khimii.
1989 Mar; 35(2):97-102. doi:
. [PMID: 2741423] - E S Tsukerman, T Ia Pomerantseva, A A Poznanskaia, T L Korsova, I V Klement'eva. [Effect of methylcobalamin and adenosylcobalamin on the process of hematopoiesis and vitamin B12 exchange in experimental phenylhydrazine-induced anemia in rabbits].
Voprosy meditsinskoi khimii.
1989 Jan; 35(1):106-11. doi:
. [PMID: 2741387] - O D Golenko, N I Ryzhova, N V Miasishcheva. [The modifying influence of adenosylcobalamin on the transplacental carcinogenic effect of N-nitroso-N-ethylurea in organ cultures of the kidneys of DBA/2 mice].
Eksperimental'naia onkologiia.
1989; 11(3):11-4. doi:
NULL. [PMID: 2752937] - E V Quadros, S P Rothenberg, S Polu. A specific radioimmunoassay for 5'-deoxyadenosyl cobalamin in serum.
British journal of haematology.
1988 Aug; 69(4):551-7. doi:
10.1111/j.1365-2141.1988.tb02414.x. [PMID: 3408692] - N E Ward, J Jones, D V Maurice. Essential role of adenosylcobalamin in leucine synthesis from beta-leucine in the domestic chicken.
The Journal of nutrition.
1988 Feb; 118(2):159-64. doi:
10.1093/jn/118.2.159. [PMID: 3339472] - E S Tsukerman, T L Korsova, A A Poznanskaia. [Cobalamins in normal and pathological states (review)].
Voprosy meditsinskoi khimii.
1985 Sep; 31(5):7-17. doi:
". [PMID: 3911571] - T E Parry, A S Laurence, J A Blackmore, B Roberts. Serum valine, methionine and isoleucine levels in patients anaesthetized with and without nitrous oxide.
Clinical and laboratory haematology.
1985; 7(4):317-26. doi:
10.1111/j.1365-2257.1985.tb00046.x. [PMID: 2869855] - S P Rothenberg, G P Marcoullis, S Schwarz, E Lader. Measurement of cyanocobalamin in serum by a specific radioimmunoassay.
The Journal of laboratory and clinical medicine.
1984 Jun; 103(6):959-72. doi:
. [PMID: 6726060] - M L Batshaw, G H Thomas, S R Cohen, R Matalon, M J Mahoney. Treatment of the cbl B form of methylmalonic acidaemia with adenosylcobalamin.
Journal of inherited metabolic disease.
1984; 7(2):65-8. doi:
10.1007/bf01805805. [PMID: 6434828] - S M Matsui, M J Mahoney, L E Rosenberg. The natural history of the inherited methylmalonic acidemias.
The New England journal of medicine.
1983 Apr; 308(15):857-61. doi:
10.1056/nejm198304143081501. [PMID: 6132336] - I A Andrushko, V N Oslopov, O V Bulashova. [Cytoplasmic membrane damage and thromboplastinemia in hypercholesterolemia].
Biulleten' eksperimental'noi biologii i meditsiny.
1981 Aug; 92(8):24-6. doi:
NULL. [PMID: 6271293] - J C Linnell. The value of radioisotopic assays for 'serum B12' in the diagnosis of cobalamin deficiency disorders.
Clinical and laboratory haematology.
1981; 3(2):99-106. doi:
10.1111/j.1365-2257.1981.tb01318.x. [PMID: 7249567] - C de la Piedra, E Jerez, F Soriano, H J Castro Mendoza. Tumor-host metabolic relationships: total levels and chromatographic pattern of vitamin B12 in serum, liver and tumor of Yoshida sarcoma-bearing rats.
Biomedicine / [publiee pour l'A.A.I.C.I.G.].
1980 Dec; 33(8):262-5. doi:
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Semaine des hopitaux. Therapeutique.
1976 Dec; 52(10):533-8. doi:
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Annals of the New York Academy of Sciences.
1964 Apr; 112(?):855-70. doi:
10.1111/j.1749-6632.1964.tb45063.x. [PMID: 14167318] - H UCHINO, S UKYO, Y YAGIRI, T YOSHINO, G WAKISAKA. TISSUE DISTRIBUTION OF COENZYME B12 IN RATS FOLLOWING INTRAVENOUS ADMINISTRATION.
Annals of the New York Academy of Sciences.
1964 Apr; 112(?):844-54. doi:
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Biochemical and biophysical research communications.
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