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165344

Sigma-Aldrich

1-[3-(Dimethylamino)propyl]-3-ethylcarbodiimide methiodide

for peptide synthesis

Synonym(s):

EDC methiodide

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1 G
$48.20
10 G
$195.00

About This Item

Linear Formula:
C2H5N=C=N(CH2)3N(CH3)3I
CAS Number:
Molecular Weight:
297.18
EC Number:
MDL number:
UNSPSC Code:
12352116
PubChem Substance ID:
NACRES:
NA.22

$48.20


In StockDetails


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Product Name

1-[3-(Dimethylamino)propyl]-3-ethylcarbodiimide methiodide,

form

powder

Quality Level

reaction suitability

reaction type: Coupling Reactions

mp

97-99 °C (lit.)

application(s)

peptide synthesis

functional group

amine

Storage temp.

2-8°C

SMILES string

[I-].CCN=C=NCCC[N+](C)(C)C

InChI

1S/C9H20N3.HI/c1-5-10-9-11-7-6-8-12(2,3)4;/h5-8H2,1-4H3;1H/q+1;/p-1

Inchi Key

AGSKWMRPXWHSPF-UHFFFAOYSA-M

Application

  • Crosslinking agent

Reactant for:
  • Amide bond forming (amidation) crosslinking reactions
Water-soluble carboxyl modifying reagent for proteins.[1]

Pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 1

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves


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A K Tsaturyan et al.
Biophysical journal, 77(1), 354-372 (1999-07-02)
Structural changes induced by Joule temperature jumps (T-jumps) in frog muscle fibers were monitored using time-resolved x-ray diffraction. Experiments made use of single, permeabilized fibers that were fully activated after slight cross-linking with 1-ethyl-3-[3-dimethylamino)propyl]carbodiimide to preserve their structural order. After
Heather M Powell et al.
Biomaterials, 28(6), 1084-1092 (2006-11-07)
Collagen-glycosaminoglycan (C-GAG) sponges are commonly utilized as a substitute for the extracellular matrix of dermal tissue. Cultured skin substitutes (CSS) were assessed, after fabrication using sponges cross-linked with 1-ethyl-3-3-dimethylaminopropylcarbodiimide hydrochloride (EDC) at 0, 1, 5, or 50 mm, for development
Takahiro Kishimoto et al.
Biopolymers, 79(3), 163-172 (2005-08-12)
Pro-Hyp-Gly is a characteristic amino acid sequence found in fibrous collagens, and (Pro-Hyp-Gly)(10), which has been widely used as a collagen-model peptide, forms a stable triple-helical structure. Here, we synthesized polypeptides consisting of the Pro-Hyp-Gly sequence by direct poly-condensation of
Cyrille Garnier et al.
Biochemistry, 41(39), 11770-11778 (2002-09-25)
The 90 kDa heat-shock protein (Hsp90) is one of the major stress proteins whose overall structure remains unknown. In this study, we investigated the influence of divalent cations Mg(2+) and Ca(2+) on the hydrodynamic properties and quaternary structure of Hsp90.
T S Taha et al.
Biochemistry, 31(37), 9090-9097 (1992-09-22)
C/57 black mice were immunized with beef heart cytochrome c oxidase, generating 48 hybrid cell lines that secrete antibodies against the different subunits of the enzyme. Immunoblot analysis showed reactions with 7 of the 13 subunits. Among the monoclonal antibodies

Questions

  1. Is it possible to have EDC conjugated with a fluorophore such that it can still target Carboxyl groups on the cellular proteins

    1 answer
    1. To target a carboxyl group on cellular proteins, the carbodiimide group of EDC must be unbound so the carbonyl from the carboxylic acid can initiate an attack. This interaction results in the formation of an O-acylisourea intermediate that can react with amines, with an urea by-product being released as a part of the process. Should a fluorophore be pre-conjugated to EDC, it is likely to be released as this by-product and thus would not attach to the carboxyl groups of the cells.

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