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33562

Sigma-Aldrich

N,N′-Dibenzoyl-L-cystine

98%

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Empirical Formula (Hill Notation):
C20H20N2O6S2
CAS Number:
Molecular Weight:
448.51
Beilstein:
2068210
EC Number:
MDL number:
UNSPSC Code:
12352209
PubChem Substance ID:
NACRES:
NA.22

Assay

98%

form

powder

optical activity

[α]20/D −215±8°, c = 1% in ethanol

reaction suitability

reaction type: solution phase peptide synthesis

mp

195-200 °C (dec.)

application(s)

peptide synthesis

SMILES string

OC(=O)[C@H](CSSC[C@H](NC(=O)c1ccccc1)C(O)=O)NC(=O)c2ccccc2

InChI

1S/C20H20N2O6S2/c23-17(13-7-3-1-4-8-13)21-15(19(25)26)11-29-30-12-16(20(27)28)22-18(24)14-9-5-2-6-10-14/h1-10,15-16H,11-12H2,(H,21,23)(H,22,24)(H,25,26)(H,27,28)/t15-,16-/m0/s1

InChI key

GUTXMPQWQSOAIY-HOTGVXAUSA-N

Application

Reactant involved in:
  • Synthesis of integrin antagonists
  • Dissipative self-assembly of molecular gelator using chemical fuel
  • Synthesis of crosslinkable hydrogel for proliferation of encapsulated human derm fibroblast
  • Analysis for use as metallo-β-lactamase inhibitors
  • Amplification of bifunctional disulfide ligands for calmodulin

Other Notes

Chiral modifier of LiBH4 for enantioselective reductions of aromatic, heteroaromatic and unsaturated ketones to alcohols

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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Journal of the Chemical Society. Chemical Communications, 138-138 (1985)
P.G. Sammes et al.
Journal of the Chemical Society. Perkin Transactions 1, 111-111 (1988)
Journal of the Chemical Society. Chemical Communications, 801-801 (1987)
K. Soai et al.
Journal of the Chemical Society. Chemical Communications, 413-413 (1984)

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