A compound used in protein purification
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(±)-trans-1,2-Bis(2-mercaptoacetamido)cyclohexane

Item No. 17249

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
rel-N,N'-(1R,2R)-1,2-cyclohexanediylbis[2-mercapto-acetamide
CAS Number
257641-01-3
Synonyms
  • BMC
  • Vectrase P
Molecular Formula
C10H18N2O2S2
Formula Weight
262.4
Purity
≥98%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 20 mg/mlDMSO: 20 mg/mlDMSO:PBS (pH 7.2) (1:1): 0.5 mg/mlEthanol: 2 mg/ml
SMILES
O=C(CS)N[C@H]1[C@H](NC(CS)=O)CCCC1
InChi Code
InChI=1S/C10H18N2O2S2/c13-9(5-15)11-7-3-1-2-4-8(7)12-10(14)6-16/h7-8,15-16H,1-6H2,(H,11,13)(H,12,14)/t7-,8-/m1/s1
InChi Key
XMKXCDBWFOFXJS-HTQZYQBOSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    10 mg

    $49

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    50 mg

    $213

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    100 mg

    $354

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    Product Description

    (±)-trans-1,2-Bis(2-mercaptoacetamido)cyclohexane (BMC) is a cyclohexane with two mercaptoacetamido groups. It is used, both in vitro and in vivo, to promote the correct folding of proteins that require disulfide bonds for functionality.1,2 For in vitro applications, BMC may be used to facilitate protein refolding of solubilized proteins from inclusion bodies.1,2 Reducing agents, like dithiothreitol, may interfere with refolding. BMC may also be added to the growth medium of cells, including yeast cells, to enhance the folding of proteins with disulfide bonds in vivo.2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Willis, M.S., Hogan, J.K., Prabhakar, P., et al. Investigation of protein refolding using a fractional factorial screen: A study of reagent effects and interactions. Protein Sci. 14, 1818-1826 (2005).

    2. Woycechowsky, K.J., Wittrup, K.D., and Raines, R.T. A small-molecule catalyst of protein folding in vitro and in vivo. Chem. Biol. 6(12), 871-879 (1992).