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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
Pricing and availability is not currently available.

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

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

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

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Q Paula Lei et al.
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences, 813(1-2), 103-112 (2004-11-24)
An LC-MS/MS method for determination of the break down product of N-ethyl-N'-(3-dimethylaminopropyl) carbodiimide (EDC) urea derivative, EDU, has been developed and validated for monitoring the residual coupling reagents. Results indicate that the method exhibits suitable specificity, sensitivity, precision, linearity and
E Schaffitzel et al.
Biological chemistry, 382(8), 1235-1243 (2001-10-11)
In Escherichia coli, the ribosome-associated Trigger Factor (TF) cooperates with the DnaK system in the folding of newly synthesized cytosolic polypeptides. Here we investigated the functional relationship of TF and DnaK by comparing various functional properties of both chaperones. First
G Csaba et al.
Cell biology international, 30(5), 412-415 (2006-03-21)
The amount and localization of three hormones (histamine, endorphin and triiodothyronine [T(3)]) was measured in male and female rat peritoneal cells (lymphocytes, mast cells, monocyte-macrophage-granulocyte group [mo-gran]) using flow cytometry as well as confocal microscopy after paraformaldehyde (PFA) or EDAC
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
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

1–3 of 3 Questions  
  1. How can I determine the shelf life / expiration / retest date of this product?

    1 answer
    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

      Helpful?

  2. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer
    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

      Helpful?

  3. 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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