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M1762

Sigma-Aldrich

Methylmalonyl coenzyme A tetralithium salt hydrate

≥90% (HPLC)

Sinônimo(s):

α-Methylmalonyl coenzyme A tetralithium salt, MM-CoA

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About This Item

Fórmula empírica (Notação de Hill):
C25H36Li4N7O19P3S · xH2O
Número CAS:
Peso molecular:
891.34 (anhydrous basis)
Número MDL:
Código UNSPSC:
41106305
ID de substância PubChem:
NACRES:
NA.51

Ensaio

≥90% (HPLC)

temperatura de armazenamento

−20°C

cadeia de caracteres SMILES

[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

chave InChI

ANDKBBZIPFWODN-WLVKLPLXSA-J

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Aplicação

Coenzyme A functions as an acyl group carrier, acetyl-CoA. Methylmalonyl coenzyme A (MM-CoA) is a substrate used to study the specificity and kinetics of enzymes such as methylmalonyl Coenzyme A mutase (succinyl-Ca forming), methylmalonyl-CoA decarboxylase (EC 4.1.1.41), and methylmalonyl-CoA hydrolase (EC 3.1.2.17).
Methylmalonyl coenzyme A (CoA) has been used in the preparation of the calibration curve in ultra-performance liquid chromatography-mass spectrometry (UPLC-MS/MS). It has also been used in the measurement of methylmalonyl-CoA mutase and methylmalonyl-CoA epimerase activity.

Ações bioquímicas/fisiológicas

Methylmalonyl coenzyme A (CoA) is a catabolite of odd-chain fatty acids, cholesterol and few amino acids like valine, isoleucine, methionine, threonine. It is produced by the activity of the enzyme propionyl-CoA carboxylase(PCC). Methylmalonyl coenzyme A (CoA) is converted to succinyl-CoA by the methylmalonyl-CoA mutase (MCM) and vitamin B12 as the cofactor. Either a low MCM activity or an altered metabolism of vitamin B12 causes the inherited metabolic disease methylmalonic acidemia (MMA).

Pictogramas

Exclamation mark

Palavra indicadora

Warning

Frases de perigo

Classificações de perigo

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

Órgãos-alvo

Respiratory system

Código de classe de armazenamento

11 - Combustible Solids

Classe de risco de água (WGK)

WGK 3

Equipamento de proteção individual

dust mask type N95 (US), Eyeshields, Gloves


Certificados de análise (COA)

Busque Certificados de análise (COA) digitando o Número do Lote do produto. Os números de lote e remessa podem ser encontrados no rótulo de um produto após a palavra “Lot” ou “Batch”.

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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)
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)
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.
Valentin Cracan et al.
The Journal of biological chemistry, 285(1), 655-666 (2009-10-30)
Coenzyme B(12) is used by two highly similar radical enzymes, which catalyze carbon skeleton rearrangements, methylmalonyl-CoA mutase and isobutyryl-CoA mutase (ICM). ICM catalyzes the reversible interconversion of isobutyryl-CoA and n-butyryl-CoA and exists as a heterotetramer. In this study, we have
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)

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