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.
165344
1-[3-(Dimethylamino)propyl]-3-ethylcarbodiimide methiodide
for peptide synthesis
Synonym(s):
EDC methiodide
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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
Pricing and availability is not currently available.
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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
Related Categories
Application
- Crosslinking agent
Reactant for:
- Amide bond forming (amidation) crosslinking reactions
Water-soluble carboxyl modifying reagent for proteins.[1]
Signal Word
Warning
Hazard Statements
Precautionary Statements
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 Code
11 - Combustible Solids
WGK
WGK 1
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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Is it possible to have EDC conjugated with a fluorophore such that it can still target Carboxyl groups on the cellular proteins
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