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379115

Sigma-Aldrich

DCC

1.0 M in methylene chloride

Synonym(s):

N,N′-Dicyclohexylcarbodiimide solution

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About This Item

Linear Formula:
C6H11N=C=NC6H11
CAS Number:
538-75-0
Molecular Weight:
206.33
MDL number:
MFCD00011659
UNSPSC Code:
12352111
PubChem Substance ID:
24863614
NACRES:
NA.22

form

liquid

Quality Level

200

reaction suitability

reaction type: Coupling Reactions

concentration

1.0 M in methylene chloride

density

1.247 g/mL at 25 °C

application(s)

peptide synthesis

SMILES string

C1CCC(CC1)N=C=NC2CCCCC2

InChI

1S/C13H22N2/c1-3-7-12(8-4-1)14-11-15-13-9-5-2-6-10-13/h12-13H,1-10H2

InChI key

QOSSAOTZNIDXMA-UHFFFAOYSA-N

Gene Information

human ... EPHX2(2053)
mouse ... Ephx2(13850)

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Related Categories

Application

DCC (N,N′-Dicyclohexylcarbodiimide) is mainly used to mediate peptide coupling and also to activate carboxylic acids for esterification.

Signal Word

Danger

Hazard Classifications

Acute Tox. 4 Dermal - Carc. 2 - Eye Dam. 1 - Skin Irrit. 2 - Skin Sens. 1 - STOT SE 3

Target Organs

Central nervous system

Storage Class Code

6.1C - Combustible, acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 3

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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Effects of amounts of additives on peptide coupling mediated by a water?soluble carbodiimide in alcohols.
Nozaki S.
The Journal of Peptide Research, 54(2), 162-167 (1999)
Liposomes containing alkylated methotrexate analogues for phospholipase A 2 mediated tumor targeted drug delivery.
Kaasgaard T, et al.
Chemistry and Physics of Lipids, 157(2), 94-103 (2009)
Denys Pogoryelov et al.
Nature chemical biology, 6(12), 891-899 (2010-10-26)
The microscopic mechanism of coupled c-ring rotation and ion translocation in F(1)F(o)-ATP synthases is unknown. Here we present conclusive evidence supporting the notion that the ability of c-rings to rotate within the F(o) complex derives from the interplay between the
Masashi Toei et al.
The Journal of biological chemistry, 288(36), 25717-25726 (2013-07-31)
N,N-Dicyclohexylcarbodiimide (DCCD) is a classical inhibitor of the F0F1-ATP synthase (F0F1), which covalently binds to the highly conserved carboxylic acid of the proteolipid subunit (c subunit) in F0. Although it is well known that DCCD modification of the c subunit
Kenji Mizutani et al.
Proceedings of the National Academy of Sciences of the United States of America, 108(33), 13474-13479 (2011-08-05)
The prokaryotic V-ATPase of Enterococcus hirae, closely related to the eukaryotic enzymes, provides a unique opportunity to study the ion-translocation mechanism because it transports Na(+), which can be detected by radioisotope (22Na(+)) experiments and X-ray crystallography. In this study, we
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Articles

Carbodiimide-mediated peptide coupling

Carbodiimide-mediated peptide coupling remains to the most frequently used technique.

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