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Merck

E3257

Ethylene glycol-bis(succinic acid N-hydroxysuccinimide ester)

powder

Synonym(s):

Di(N-succinimidyl) ethylene glycol disuccinate, EGS, Ethylene glycol bis(succinimidyl succinate), Ethylene glycol disuccinate di(N-succinimidyl) ester

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About This Item

Empirical Formula (Hill Notation):
C18H20N2O12
CAS Number:
Molecular Weight:
456.36
UNSPSC Code:
12171500
NACRES:
NA.47
PubChem Substance ID:
MDL number:
Beilstein/REAXYS Number:
9167119
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form

powder

Quality Level

reaction suitability

reagent type: cross-linking reagent

color

white to off-white

solubility

acetic acid: water (1:1): ≤50 mg/mL, DMF: soluble

application(s)

diagnostic assay manufacturing
hematology
histology

storage temp.

2-8°C

SMILES string

O=C(CCC(=O)ON1C(=O)CCC1=O)OCCOC(=O)CCC(=O)ON2C(=O)CCC2=O

InChI

1S/C18H20N2O12/c21-11-1-2-12(22)19(11)31-17(27)7-5-15(25)29-9-10-30-16(26)6-8-18(28)32-20-13(23)3-4-14(20)24/h1-10H2

InChI key

QLHLYJHNOCILIT-UHFFFAOYSA-N

Application

Ethylene glycol-bis(succinic acid N-hydroxysuccinimide ester) has been used as a cross-linking agent.

Biochem/physiol Actions

Ethylene glycol-bis(succinic acid N-hydroxysuccinimide ester) is a homobifunctional, cleavable cross-linking reagent. It is mainly coupled to molecules containing primary amines by amide bonds buffered at pH 7.5 (6.5-8.5). The linkage provides a 12-atom spacer.

Features and Benefits

The ethylene glycol linkage is cleavable by hydroxylamine.


Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)



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A Anagnostou et al.
Proceedings of the National Academy of Sciences of the United States of America, 87(15), 5978-5982 (1990-08-01)
Erythropoietin is known to be a hematopoietic growth factor with a singularly specific action on the proliferation and differentiation of erythroid progenitor cells. We have observed a dose-dependent proliferative action of human recombinant erythropoietin on human umbilical vein endothelial cells
Chemical cross-linking and mass spectrometry for mapping three-dimensional structures of proteins and protein complexes.
Sinz A
Journal of Mass Spectrometry : Jms, 38, 1225-1237 (2003)
Angela M Ingraham et al.
Annals of surgery, 270(2), 270-280 (2018-04-03)
To examine national adherence to emergency general surgery (EGS) best practices. There is a national crisis in access to high-quality care for general surgery emergencies. Acute care surgery (ACS), a specialty leveraging strengths of trauma systems, may ameliorate this crisis.