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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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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

product name

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

form

powder

reaction suitability

reaction type: Coupling Reactions

mp

97-99 °C (lit.)

application(s)

peptide synthesis

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.

Pictograms

Exclamation mark

Signal Word

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 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

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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Zainub Khan et al.
Drug delivery, 10(3), 213-220 (2003-08-29)
Low density lipoproteins (LDL) have been cationized using the water-soluble carbodiimide, N-ethyl-N'-(3-trimethylpropylammonium) carbodiimide iodide at a reagent: lipoprotein mole ratio of 10 000:1. This was shown to increase the innate DNA-binding capacity of LDL 10-fold. [125I]-labeled carbodiimide-modified LDL ([125I])-labeled ECDI-LDL)
P E Row et al.
Journal of experimental botany, 52(354), 57-66 (2001-02-22)
In order to identify functionally important amino acid residues in the chloroplast protein import machinery, chloroplasts were preincubated with amino-acid-modifying reagents and then allowed to import or form early import intermediates with precursor proteins. Incubation of chloroplasts with N-ethyl maleimide
Ana Kosoy et al.
Biological research, 36(3-4), 389-404 (2003-11-25)
Transducin (T), a GTP-binding protein involved in phototransduction of rod photoreceptor cells, is a heterotrimer arranged as two units, the alpha-subunit (T alpha) and the beta gamma-complex (T beta gamma). The role of the carboxyl groups in T was evaluated
Hiroyuki Iwamoto et al.
Journal of molecular biology, 317(5), 707-720 (2002-04-17)
The regulatory protein system in the skeletal muscle thin filaments is known to exhibit three discrete states, called "off" or "blocked" (no Ca2+), "on" or "closed" (with Ca2+ alone) and "potentiated" or "open" (with strongly bound myosin head) states. Biochemical
I Iu Ponedel'kina et al.
Bioorganicheskaia khimiia, 32(5), 524-529 (2006-10-18)
Heparin was modified at carboxyl groups by reaction with several pharmacologically important amino-containing compounds in aqueous medium in the presence of 1-ethyl-3-[3-(dimethylamino)propyl]carbodiimide. In dependence on the nature of the amine and the ratio of reagents, conjugates containing 36-100% amide and

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