An oxidized form of CoA
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Coenzyme A Oxidized (lithium salt)

Item No. 44599

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
coenzyme A disulfide, lithium salt
Synonyms
  • CoA disulfide
  • CoA Oxidized
  • CoAS-SCoA
  • (CoAS)2
  • CoASSCoA
Molecular Formula
C42H70N14O32P6S2 • XLi
Formula Weight
1533.1
Purity
≥90%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
Acetonitrile:Water (1:1): Slightly soluble: 0.1-1 mg/ml
SMILES
OP(O)(O[C@H]1[C@@H](O)[C@H](N2C=NC3=C(N)N=CN=C32)O[C@@H]1COP(O)(OP(O)(OCC(C)([C@H](C(NCCC(NCCSSCCNC(CCNC([C@@H](C(C)(COP(O)(OP(O)(OC[C@H]4O[C@H]([C@@H]([C@@H]4OP(O)(O)=O)O)N5C=NC6=C(N)N=CN=C65)=O)=O)C)O)=O)=O)=O)=O)O)C)=O)=O)=O.[Li]
InChi Code
InChI=1S/C42H70N14O32P6S2.Li/c1-41(2,15-81-93(75,76)87-91(71,72)79-13-21-29(85-89(65,66)67)27(59)39(83-21)55-19-53-25-33(43)49-17-51-35(25)55)31(61)37(63)47-7-5-23(57)45-9-11-95-96-12-10-46-24(58)6-8-48-38(64)32(62)42(3,4)16-82-94(77,78)88-92(73,74)80-14-22-30(86-90(68,69)70)28(60)40(84-22)56-20-54-26-34(44)50-18-52-36(26)56;/h17-22,27-32,39-40,59-62H,5-16H2,1-4H3,(H,45,57)(H,46,58)(H,47,63)(H,48,64)(H,71,72)(H,73,74)(H,75,76)(H,77,78)(H2,43,49,51)(H2,44,50,52)(H2,65,66,67)(H2,68,69,70);/t21-,22-,27-,28-,29-,30-,31+,32+,39-,40-;/m1./s1
InChi Key
AGPIBWYWIGQUGZ-IVMOAFOQSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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    1 mg

    $209

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    5 mg

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    Product Description

    Coenzyme A oxidized is an oxidized dimer of coenzyme A (CoA; Item Nos. 21722 | 21499) linked by a disulfide bond that can be reduced in the presence of tris(2-carboxyethyl)phosphine (TCEP; Item No. 14329) to produce two molecules of CoA.1 It has been used in the study of protein CoAlation, the formation of a disulfide bond between CoA and cellular proteins, as a response to oxidative stress in bacterial and mammalian cells.2,3,4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Mouterde, L.M.M., and Stewart, J.D. An efficient chemoenzymatic synthesis of coenzyme A and its disulfide. Org. Process Res. Dev. 20(5), 954-959 (2016).

    2. Tsuchiya, Y., Zhyvoloup, A., Baković, J., et al. Protein CoAlation and antioxidant function of coenzyme A in prokaryotic cells. Biochem. J. 475(11), 1909-1937 (2018).

    3. Tsuchiya, Y., Peak-Chew, S.Y., Newell, C., et al. Protein CoAlation: A redox-regulated protein modification by coenzyme A in mammalian cells. Biochem. J. 474(14), 2489-2508 (2017).

    4. delCardayre, S.B., Stock, K.P., Newton, G.L., et al. Coenzyme A disulfide reductase, the primary low molecular weight disulfide reductase from Staphylococcus aureus: Purification and characterization of the native enzyme. The Journal of Biological Chemisty 273(10), 5744-5751 (1998).