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Merck

M1762

Sigma-Aldrich

甲基丙二酰辅酶A 四锂盐 水合物

≥90% (HPLC)

别名:

α-甲基丙二酰辅酶 A 四锂盐, 甲基丙二酰辅酶A

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1 MG
$208.00
5 MG
$966.00
25 MG
$2,800.00

About This Item

经验公式(希尔记法):
C25H36Li4N7O19P3S · xH2O
分子量:
891.34 (anhydrous basis)
MDL號碼:
分類程式碼代碼:
41106305
PubChem物質ID:
NACRES:
NA.51

$208.00


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品質等級

化驗

≥90% (HPLC)

形狀

powder

溶解度

H2O: soluble-50 mg/mL, clear, colorless

儲存溫度

−20°C

SMILES 字串

[Li+].[Li+].[Li+].[Li+].O.CC(C([O-])=O)C(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP([O-])(=O)OP([O-])(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)([O-])=O)n2cnc3c(N)ncnc23

InChI

1S/C25H40N7O19P3S.4Li.H2O/c1-12(23(37)38)24(39)55-7-6-27-14(33)4-5-28-21(36)18(35)25(2,3)9-48-54(45,46)51-53(43,44)47-8-13-17(50-52(40,41)42)16(34)22(49-13)32-11-31-15-19(26)29-10-30-20(15)32;;;;;/h10-13,16-18,22,34-35H,4-9H2,1-3H3,(H,27,33)(H,28,36)(H,37,38)(H,43,44)(H,45,46)(H2,26,29,30)(H2,40,41,42);;;;;1H2/q;4*+1;/p-4/t12?,13-,16-,17-,18+,22-;;;;;/m1...../s1

InChI 密鑰

ANDKBBZIPFWODN-WLVKLPLXSA-J

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應用

甲基丙二酰辅酶 A (CoA) 已用于超高效液相色谱-质谱法 (UPLC-MS/MS) 中校准曲线的制备。[1][2] 也用于测定甲基丙二酰辅酶 a 变位酶和甲基丙二酰辅酶 a 差向异构酶活性。[3]
辅酶 A 作为酰基载体,即乙酰辅酶 A 发挥作用。甲基丙二酰辅酶 A (MM-CoA) 是用于研究甲基丙二酰辅酶 A 变位酶(琥珀酰-Ca 形成)、甲基丙二酰辅酶 A 脱羧酶 (EC 4.1.1.41) 和甲基丙二酰辅酶 A 水解酶 (EC 3.1.2.17) 等酶的特异性和动力学的底物。

生化/生理作用

甲基丙二酰辅酶 A (CoA) 是单链脂肪酸、胆固醇和少量氨基酸(如缬氨酸、异亮氨酸、蛋氨酸、苏氨酸)的降解产物。[1][2] 由丙酰辅酶 a 羧化酶 (PCC) 的活性产生。[2]甲基丙二酰辅酶 A (CoA) 通过甲基丙二酰辅酶 A 变位酶 (MCM) 和维生素 B12 作为辅助因子转化为琥珀酰辅酶 A。低 MCM 活性或维生素 B12 代谢改变导致遗传代谢病甲基丙二酸血症 (MMA)。[1]

象形圖

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訊號詞

Warning

危險聲明

危險分類

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

標靶器官

Respiratory system

儲存類別代碼

11 - Combustible Solids

水污染物質分類(WGK)

WGK 3

個人防護裝備

dust mask type N95 (US), Eyeshields, Gloves


历史批次信息供参考:

分析证书(COA)

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Epimerase (Msed_0639) and mutase (Msed_0638 and Msed_2055) convert (S)-methylmalonyl-coenzyme A (CoA) to succinyl-CoA in the Metallosphaera sedula 3-hydroxypropionate/4-hydroxybutyrate cycle
Han Y, et al.
Applied and Environmental Microbiology, 78(17), 6194-6202 (2012)
Csaba Paizs et al.
Bioorganic chemistry, 36(6), 261-264 (2008-08-01)
The reported presence of a coenzyme B12-dependent methylmalonyl-CoA mutase in potatoes has been reexamined. The enzyme converting methylmalonyl-CoA was purified to electrophoretic homogeneity. Examination of the reaction product by 1H, 31P NMR and mass spectrometry revealed that it was methylmalonyl-3'-dephospho-CoA.
Assay for methylmalonyl coenzyme A mutase activity based on determination of succinyl coenzyme A by ultrahigh-performance liquid chromatography tandem mass spectrometry
Gotoh K, et al.
Analytical and Bioanalytical Chemistry, 407(18), 5281-5286 (2015)
Filippo Carlucci et al.
Electrophoresis, 28(12), 1921-1925 (2007-05-23)
Methylmalonyl-coenzyme A mutase (MCM) is a 5'-deoxyadenosylcobalamin-linked mitochondrial enzyme that catalyzes the isomerization of L-methylmalonyl-coenzyme A to succinyl-coenzyme A. We described a method for methylmalonyl-CoA and succinyl-CoA separation by CE, suitable for the evaluation of MCM activity. The working conditions
Determination of methylmalonyl coenzyme A by ultra high-performance liquid chromatography tandem mass spectrometry for measuring propionyl coenzyme A carboxylase activity in patients with propionic acidemia
Gotoh K, et al.
Journal of Chromatography. B, Biomedical Sciences and Applications, 1046, 195-199 (2017)

Questions

  1. Is this (S)-methylmalonyl-CoA?

    1 answer
    1. This product is a mixture of R and S stereoisomers.

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