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Merck
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文件

C0884

Sigma-Aldrich

辅酶 B12

≥97.0%

同義詞:

5′-脱氧腺苷, DMBC辅酶, 腺苷钴胺, 腺苷钴胺素

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About This Item

經驗公式（希爾表示法）:
C72H100CoN18O17P
CAS號碼:
13870-90-1
分子量：:
1579.58
Beilstein:
4122932
EC號碼:
237-627-6
MDL號碼:
MFCD00135609
分類程式碼代碼:
12352205
PubChem物質ID:
24892282
NACRES:
NA.79

化驗

≥97.0%

形狀

powder and chunks

技術

HPLC: suitable

顏色

red to very dark red
very dark red-brown

儲存溫度

−20°C

SMILES 字串

CC(CNC(=O)CCC1(C)C(CC(N)=O)C2N([Co+]C[C@H]3O[C@@H]([C@H](O)[C@@H]3O)n4cnc5c(N)ncnc45)C1=C(C)C6=NC(=CC7=NC(=C(C)C8=NC2(C)C(C)(CC(N)=O)C8CCC(N)=O)C(C)(CC(N)=O)C7CCC(N)=O)C(C)(C)C6CCC(N)=O)OP([O-])(=O)O[C@H]9[C@@H](O)[C@H](O[C@@H]9CO)n%10cnc%11cc(C)c(C)cc%10%11

InChI

1S/C62H90N13O14P.C10H12N5O3.Co/c1-29-20-39-40(21-30(29)2)75(28-70-39)57-52(84)53(41(27-76)87-57)89-90(85,86)88-31(3)26-69-49(83)18-19-59(8)37(22-46(66)80)56-62(11)61(10,25-48(68)82)36(14-17-45(65)79)51(74-62)33(5)55-60(9,24-47(67)81)34(12-15-43(63)77)38(71-55)23-42-58(6,7)35(13-16-44(64)78)50(72-42)32(4)54(59)73-56;1-4-6(16)7(17)10(18-4)15-3-14-5-8(11)12-2-13-9(5)15;/h20-21,23,28,31,34-37,41,52-53,56-57,76,84H,12-19,22,24-27H2,1-11H3,(H15,63,64,65,66,67,68,69,71,72,73,74,77,78,79,80,81,82,83,85,86);2-4,6-7,10,16-17H,1H2,(H2,11,12,13);/q;;+2/p-2/t31?,34?,35?,36?,37?,41-,52-,53-,56?,57+,59?,60?,61?,62?;4-,6-,7-,10+;/m11./s1

InChI 密鑰

ZIHHMGTYZOSFRC-PMDPKNCCSA-L

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相關類別

一般說明

维生素B12 （钴胺素）是指一组化学上相关的含钴分子。维生素B12的生理活性形式包括甲钴胺和腺苷钴胺素，而羟钴胺素（维生素12a，OHCb1）和氰钴胺素（CNCb1）是其储存和递送的形式。

應用

在yvrC-lacZ 融合的体内检测中，辅酶 B12可用作质粒变种培养的增补剂。

生化／生理作用

维生素B12（钴胺素）参与DNA合成和脂肪酸合成。 作为一种辅酶，它也在线粒体甲基丙二酰基辅酶A转化为琥珀酰辅酶A的过程中起关键作用。

儲存類別代碼

11 - Combustible Solids

水污染物質分類（WGK）

WGK 3

閃點（°F）

Not applicable

閃點（°C）

Not applicable

個人防護裝備

Eyeshields, Gloves, type N95 (US)

分析證明 (COA)

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Alla Peselis et al.
Nature structural & molecular biology, 19(11), 1182-1184 (2012-10-16)
Coenzyme B(12) has a key role in various enzymatic reactions and controls expression of bacterial genes through riboswitches. Here we report the crystal structure of the Symbiobacterium thermophilum B(12) riboswitch bound to its ligand adenosylcobalamin. The riboswitch forms a unique
J R Roth et al.
Annual review of microbiology, 50, 137-181 (1996-01-01)
This review examines deoxyadenosylcobalamin (Ado-B12) biosynthesis, transport, use, and uneven distribution among living forms. We describe how genetic analysis of enteric bacteria has contributed to these issues. Two pathways for corrin ring formation have been found-an aerobic pathway (in P.
Denis Bucher et al.
Journal of the American Chemical Society, 134(3), 1591-1599 (2012-01-11)
Vitamin B(12) and its biologically active counterparts possess the only examples of carbon-cobalt bonds in living systems. The role of such motifs as radical reservoirs has potential application in future catalytic and electronic nanodevices. To fully understand radical generation in
Peter Friedrich et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 18(50), 16114-16122 (2012-10-20)
Coenzyme B(12) can assist radical enzymes that accomplish the vicinal interchange of a hydrogen atom with a functional group. It has been proposed that the Co-C bond homolysis of coenzyme B(12) to cob(II)alamin and the 5'-deoxyadenosyl radical is aided by hydrogen bonding
Jiayun Pang et al.
Journal of the American Chemical Society, 134(4), 2367-2377 (2012-01-14)
We present here an energetic and atomistic description of how D-ornithine 4,5-aminomutase (OAM), an adenosylcobalamin (AdoCbl; coenzyme B(12))-dependent isomerase, employs a large-scale protein domain conformational change to orchestrate the homolytic rupture of the Co-C bond. Our results suggest that in
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