An internal standard for the quantification of 3-hydroxy-3-methylglutaryl-coenzyme A
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3-hydroxy-3-methylglutaryl-Coenzyme A-d3 (ammonium salt)

Item No. 9000368

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
S-(hydrogen 3-hydroxy-3-methyl-d3-pentanedioate)-coenzyme A, tetraammonium salt
Synonyms
  • DL-3-hydroxy-3-methylglutaryl-CoA-d3
  • HMG-CoA-d3
  • Hydroxymethylglutaryl-CoA-d3
Molecular Formula
C27H37D3N7O20P3S • 4NH4
Formula Weight
982.8
Purity
≥99% deuterated forms (d1-d3)
Formulation
A crystalline solid
Solubility(Learn about Variance in Solubility)
Water: 50 mg/ml
SMILES
O[C@@H]1[C@H](OP([O-])([O-])=O)[C@@H](COP(OP(OCC(C)(C)[C@](O)([H])C(NCCC(NCCSC(CC(O)(C([2H])([2H])[2H])CC(O)=O)=O)=O)=O)([O-])=O)([O-])=O)O[C@H]1N2C3=C(C(N)=NC=N3)N=C2.[NH4+].[NH4+].[NH4+].[NH4+]
InChi Code
InChI=1S/C27H44N7O20P3S.4H3N/c1-26(2,21(40)24(41)30-5-4-15(35)29-6-7-58-17(38)9-27(3,42)8-16(36)37)11-51-57(48,49)54-56(46,47)50-10-14-20(53-55(43,44)45)19(39)25(52-14)34-13-33-18-22(28)31-12-32-23(18)34;;;;/h12-14,19-21,25,39-40,42H,4-11H2,1-3H3,(H,29,35)(H,30,41)(H,36,37)(H,46,47)(H,48,49)(H2,28,31,32)(H2,43,44,45);4*1H3/t14-,19-,20-,21+,25-,27?;;;;/m1..../s1/i3D3;;;;
InChi Key
CCUDFXYQLRWJMW-RADOUKRQSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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Certificates of Analysis & Batch Specific Data

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    100 µg

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    Product Description

    3-hydroxy-3-methylglutaryl-Coenzyme A-d3 is intended for use as an internal standard for the quantification of 3-hydroxy-3-methylglutaryl-coenzyme A (Item No. 25394) by GC- or LC-MS. 3-hydroxy-3-methylglutaryl-Coenzyme A (HMG-CoA) is an intermediate in several metabolic pathways.1,2,3,4 Conversion of HMG-CoA to mevalonate by HMG-CoA reductase is the rate-limiting first step in the cholesterol biosynthetic pathway.3,2 Alternatively, HMG-CoA can be cleaved into acetyl-CoA and the ketone body acetoacetate in mitochondria by HMG-CoA lyase.4,1 HMG-CoA is also an intermediate in the degradation of leucine.4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Laffel, L. Ketone bodies: A review of physiology, pathophysiology and application of monitoring to diabetes. Diabetes Metab. Res. Rev. 15(6), 412-426 (1999).

    2. Espenshade, P.J., and Hughes, A.L. Regulation of sterol synthesis in eukaryotes. Annu. Rev. Genet. 41, 401-427 (2007).

    3. Honda, A., Salen, G., Nguyen, L.B., et al. Regulation of early cholesterol biosynthesis in rat liver: Effects of sterols, bile acids, lovastatin, and BM 15.766 on 3-hydroxy-3-methylglutaryl coenzyme A synthase and acetoacetyl coenzyme A thiolase activities. Hepatology 27(1), 154-159 (1998).

    4. Berg, J.M., Tymoczko, J.L., and Stryer, L. Section 25.5 NAD+, FAD, and coenzyme A are formed from ATP. Biochemistry 5th edition, (2002).