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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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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
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
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
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)
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