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Merck
CN

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:
70539-42-3
Molecular Weight:
456.36
UNSPSC Code:
12171500
NACRES:
NA.47
PubChem Substance ID:
24894501
MDL number:
MFCD00049057
Beilstein/REAXYS Number:
9167119

Key Documents

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solubility

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

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

SMILES string

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

InChI key

QLHLYJHNOCILIT-UHFFFAOYSA-N

form

powder

reaction suitability

reagent type: cross-linking reagent

color

white to off-white

application(s)

diagnostic assay manufacturing
hematology
histology

storage temp.

2-8°C

Quality Level

200

Related Categories

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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Certificates of Analysis (COA)

Lot/Batch Number
0000523466
0000523466
0000493643
0000493635
0000493643

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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)
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
Evgeniy V Petrotchenko et al.
Molecular & cellular proteomics : MCP, 4(8), 1167-1179 (2005-05-20)
An emerging approach for studying protein-protein interaction in complexes is the combination of chemical cross-linking and mass spectrometric analysis of the cross-linked peptides (cross-links) obtained after proteolysis of the complex. This approach, however, has several challenges and limitations, including the
Da Lin et al.
Nature genetics, 50(5), 754-763 (2018-04-28)
Chromosome conformation capture (3C) technologies can be used to investigate 3D genomic structures. However, high background noise, high costs, and a lack of straightforward noise evaluation in current methods impede the advancement of 3D genomic research. Here we developed a
Michael W Wandling et al.
The journal of trauma and acute care surgery, 83(5), 837-845 (2017-10-27)
Patients managed nonoperatively have been excluded from risk-adjusted benchmarking programs, including the American College of Surgeons (ACS) National Surgical Quality Improvement Program (NSQIP). Consequently, optimal performance evaluation is not possible for specialties like emergency general surgery (EGS) where nonoperative management
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