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33562

Sigma-Aldrich

N,N′-Dibenzoyl-L-cystine

98%

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About This Item

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

Storage Class Code

11 - Combustible Solids

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)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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)
K. Soai et al.
Journal of the Chemical Society. Chemical Communications, 413-413 (1984)
Journal of the Chemical Society. Chemical Communications, 801-801 (1987)

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