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M1762

Sigma-Aldrich

Methylmalonyl coenzyme A tetralithium salt hydrate

≥90% (HPLC)

Sinonimo/i:

α-Methylmalonyl coenzyme A tetralithium salt, MM-CoA

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1 MG
CHF 130.00
5 MG
CHF 447.00
25 MG
CHF 1’700.00

CHF 130.00

Spedizione prevista il01 giugno 2025

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1 MG
CHF 130.00
5 MG
CHF 447.00
25 MG
CHF 1’700.00

About This Item

Formula empirica (notazione di Hill):
C25H36Li4N7O19P3S · xH2O
Numero CAS:
104809-02-1
Peso molecolare:
891.34 (anhydrous basis)
Numero MDL:
MFCD10567443
Codice UNSPSC:
41106305
ID PubChem:
24896685
NACRES:
NA.51

CHF 130.00

Spedizione prevista il01 giugno 2025

Saggio

≥90% (HPLC)

Stato

powder

Solubilità

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

Temperatura di conservazione

−20°C

Stringa SMILE

[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
ANDKBBZIPFWODN-WLVKLPLXSA-J

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Categorie correlate

Applicazioni

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).[1][2] It has also been used in the measurement of methylmalonyl-CoA mutase and methylmalonyl-CoA epimerase activity.[3]

Azioni biochim/fisiol

Methylmalonyl coenzyme A (CoA) is a catabolite of odd-chain fatty acids, cholesterol and few amino acids like valine, isoleucine, methionine, threonine.[1][2] It is produced by the activity of the enzyme propionyl-CoA carboxylase(PCC).[2] 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).[1]

Pittogrammi

Exclamation mark
GHS07

Avvertenze

Warning

Indicazioni di pericolo

H315,H319,H335

Classi di pericolo

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

Organi bersaglio

Respiratory system

Codice della classe di stoccaggio

11 - Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Dispositivi di protezione individuale

dust mask type N95 (US), Eyeshields, Gloves

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Certificati d'analisi (COA)

Lot/Batch Number
0000433520
0000433509
0000433508
0000433509
0000433520

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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
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)
Dominique Padovani et al.
Nature chemical biology, 4(3), 194-196 (2008-02-12)
The reactivity and relative rarity of most cofactors pose challenges for their delivery to target enzymes. Using kinetic analyses, we demonstrate that adenosyltransferase, which catalyzes the final step in the assimilation of coenzyme B12, directly transfers the cofactor to methylmalonyl
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Questions

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

    1 answer

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

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