An intermediate in metabolic pathways
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Methylmalonyl-Coenzyme A (sodium salt)

Item No. 23551

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
S-(hydrogen 2-methylpropanedioate) coenzyme A, sodium salt
Synonyms
  • Methylmalonyl-CoA
Molecular Formula
C25H40N7O19P3S • XNa
Formula Weight
867.6
Purity
≥90%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
PBS (pH 7.2): 10 mg/ml
λmax
259 nm
SMILES
O[C@H]1[C@H](N2C=NC3=C2N=CN=C3N)O[C@H](COP(OP(OCC(C)(C)[C@@H](O)C(NCCC(NCCSC(C(C(O)=O)C)=O)=O)=O)(O)=O)(O)=O)[C@H]1OP(O)(O)=O.[Na]
InChi Code
InChI=1S/C25H40N7O19P3S.Na/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);/t12?,13-,16-,17-,18+,22-;/m1./s1
InChi Key
ACWDMHDNNIFELD-RPJGYGBISA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

    $115

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    5 mg

    $444

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    Product Description

    Methylmalonyl coenzyme A (methylmalonyl-CoA) is an intermediate in multiple metabolic pathways in bacteria and eukaryotes.1,2,3 It is an intermediate in carbon assimilation in certain bacteria and carbon fixation in plants.1,2 Methylmalonyl-CoA is converted to succinyl-CoA (Item No. 23297) by methylmalonyl-CoA mutase with vitamin B12 (Item No. 18425) as a coenzyme.3 A deficiency in vitamin B12 leads to a build-up of methylmalonyl-CoA.4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Anthony, C. How half a century of research was required to understand bacterial growth on C1 and C2 compounds; the story of the serine cycle and the ethylmalonyl-CoA pathway. Sci. Prog. 94(Pt 2), 109-137 (2011).

    2. Tabita, F.R. The hydroxypropionate pathway of CO2 fixation: Fait accompli. Proc. Natl. Acad. Sci. USA 106(50), 21015-21016 (2009).

    3. Medicine, I.o. Vitamin B12. Dietary reference intakes for thiamin, riboflavin, niacin, vitamin B6, folate, vitamin B12, pantothenic acid, biotin, and choline 306-356 (1998).

    4. Cardinale, G.J., Carty, T.J., and Abeles, R.H. Effect of methylmalonyl coenzyme A, a metabolite which accumulates in vitamin B12 deficiency, on fatty acid synthesis. The Journal of Biological Chemisty 245(15), 3771-3775 (1970).