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937606

Sigma-Aldrich

Dipyridyl dithiocarbonate

≥95%

Synonym(s):

DPDTC, Di-2-pyridyl dithiocarbonate

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About This Item

Empirical Formula (Hill Notation):
C11H8N2OS2
CAS Number:
Molecular Weight:
248.32
MDL number:
UNSPSC Code:
12352142
NACRES:
NA.21

Quality Level

Assay

≥95%

form

powder or crystals

color

off-white to yellow, to Beige

functional group

thioether

storage temp.

2-8°C

SMILES string

O=C(SC1=NC=CC=C1)SC2=NC=CC=C2

InChI

InChI=1S/C11H8N2OS2/c14-11(15-9-5-1-3-7-12-9)16-10-6-2-4-8-13-10/h1-8H

InChI key

BMMLAAKESBFUOH-UHFFFAOYSA-N

General description

Dipyridyl dithiocarbonate, or DPDTC, as reported by the Lipshutz lab, is an effective peptide coupling reagent that is active across a broad substrate scope under mild conditions. Additionally, as DPDTC is functionally similar to thioesters utilized in biological peptide formation, it can be utilized in aqueous media, and avoids many of the hazardous side products and safety concerns present in many other current peptide coupling strategies.

Features and Benefits

Functional in water
Broad substrate scope
Usable under mild conditions
Avoids hazardous coupling reagents

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


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Direct formation of amide/peptide bonds from carboxylic acids: no traditional coupling reagents, 1-pot, and green
Freiberg M K, et al.
Chemical Science, 14(13), 3462-3469 (2023)

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