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E3257

Sigma-Aldrich

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
Beilstein:
9167119
MDL number:
MFCD00049057
UNSPSC Code:
12171500
PubChem Substance ID:
24894501
NACRES:
NA.47

form

powder

Quality Level

200

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

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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.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
SLCJ9492
SLCJ4578
SLCF7469
SLCC2534
SLCC0623

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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)
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
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
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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