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E3257

Sigma-Aldrich

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

powder

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Synonym(s):
Di(N-succinimidyl) ethylene glycol disuccinate, EGS, Ethylene glycol bis(succinimidyl succinate), Ethylene glycol disuccinate di(N-succinimidyl) ester
Empirical Formula (Hill Notation):
C18H20N2O12
CAS Number:
Molecular Weight:
456.36
Beilstein:
9167119
MDL number:
UNSPSC Code:
12171500
PubChem Substance ID:
NACRES:
NA.47

form

powder

Quality Level

reaction suitability

reagent type: cross-linking reagent

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

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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.

WGK

WGK 3

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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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
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
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.
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
Jin-Woo Yang et al.
Scientific reports, 7(1), 8060-8060 (2017-08-16)
Plant homeodomain finger protein 20 (PHF20), a methyl lysine effector protein, is a component MOF-NSL lysine acetyltranferase complex. Global deletion of PHF20 has shown spinal bone defects and reduced skeletal formation. However, the molecular basis of PHF20 involved in skeletal

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