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

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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

solubility

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

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
0000493635

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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)
Stiffened Extracellular Matrix and Signaling from Stromal Fibroblasts via Osteoprotegerin Regulate Tumor Cell Invasion in a 3-D Tumor in Situ Model.
McLane JS and Ligon LA
Cancer Microenvironment, 9, 127-139 (2016)
Kristin DeGirolamo et al.
Canadian journal of surgery. Journal canadien de chirurgie, 61(4), 237-243 (2018-08-02)
Emergency general surgery (EGS) services are gaining popularity in Canada as systems-based approaches to surgical emergencies. Despite the high volume, acuity and complexity of the patient populations served by EGS services, little has been reported about the services' structure, processes
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
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