EGS Crosslinker
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    WARNING: This product is for research use only, not for human or veterinary use.

MedKoo CAT#: 571625

CAS#: 70539-42-3

Description: EGS Crosslinker, or Ethylene glycol bis(succinimidylsuccinate), is a water insoluble homobifunctional crosslinker that can be used to label intracellular proteins. EGS crosslinker is often used in ChIP assays to determine DNA-protein binding interactions.

Chemical Structure

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EGS Crosslinker
CAS# 70539-42-3
Product data Instruction

Theoretical Analysis

MedKoo Cat#: 571625
Name: EGS Crosslinker
CAS#: 70539-42-3
Chemical Formula: C18H20N2O12
Exact Mass: 456.10
Molecular Weight: 456.360
Elemental Analysis: C, 47.37; H, 4.42; N, 6.14; O, 42.07

Price and Availability

Size Price Availability Quantity
10mg USD 85 Ready to ship
25mg USD 140 Ready to ship
50mg USD 210 Ready to ship
100mg USD 350 Ready to ship
1g USD 550 Ready to ship
2g USD 950 Ready to ship
5g USD 1950 Ready to ship
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Synonym: EGS Crosslinker, EGS Cross linker

IUPAC/Chemical Name: Ethylene Glycol-Bis (Succinic Acid N-Hydroxysuccinimide Ester)

InChi Key: QLHLYJHNOCILIT-UHFFFAOYSA-N

InChi Code: 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 Code: O=C(OCCOC(CCC(ON1C(CCC1=O)=O)=O)=O)CCC(ON2C(CCC2=O)=O)=O

Appearance: Solid powder

Purity: >98% (or refer to the Certificate of Analysis)

Shipping Condition: Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition: Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility: Soluble in DMSO

Shelf Life: >2 years if stored properly

Drug Formulation: This drug may be formulated in DMSO

Stock Solution Storage: 0 - 4 C for short term (days to weeks), or -20 C for long term (months).

HS Tariff Code: 2934.99.9001

More Info: EGS Crosslinker must be dissolved in DMSO or DMF before addition to an aqueous reaction. EGS crosslinking takes place through amine-reactive NHS esters at both ends of a 16.1 angstrom spacer arm. The 12-atom spacer arm of the EGS crosslinking reagent is cleavable. EGS crosslinker's spacer arm is cleaved by hydroxylamine at pH 8.5 for 3-6 hours at 37°C. The EGS protein crosslinker possesses amino reactive NHS esters on both ends of the molecule.

Biological target: EGS Crosslinker (EGNHS) is an alkyl/ether-based PROTAC linker that can be used in the synthesis of PROTACs.
In vitro activity: The bifunctional compound, ethylene-glycol bis(N-hydroxysuccinimidylsuccinate) (EGNHS), stabilizes horseradish peroxidase C (HRP) by reaction with the enzyme's lysine residues. Most significantly, EGNHS is shown to form a crosslink between Lys232 and Lys241 of HRP and modifies Lys174 without formation of a crosslink. These findings are in agreement with the lysine side-chain reactivities predicted from the surface accessibility of the amino groups, and the maximal span of 16 A of the EGNHS crosslinker. Reference: Biotechnol Bioeng. 2001 Dec;76(4):277-84. https://pubmed.ncbi.nlm.nih.gov/11745154/
In vivo activity: TBD

Solubility Data

Solvent Max Conc. mg/mL Max Conc. mM
Solubility
DMSO 100.0 219.13

Preparing Stock Solutions

The following data is based on the product molecular weight 456.36 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
Formulation protocol: 1. O'Brien AM, O'Fágáin C, Nielsen PF, Welinder KG. Location of crosslinks in chemically stabilized horseradish peroxidase: implications for design of crosslinks. Biotechnol Bioeng. 2001 Dec;76(4):277-84. doi: 10.1002/bit.1194. PMID: 11745154.
In vitro protocol: 1. O'Brien AM, O'Fágáin C, Nielsen PF, Welinder KG. Location of crosslinks in chemically stabilized horseradish peroxidase: implications for design of crosslinks. Biotechnol Bioeng. 2001 Dec;76(4):277-84. doi: 10.1002/bit.1194. PMID: 11745154.
In vivo protocol: TBD

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*When preparing stock solutions always use the batch-specific molecular weight of the product found on the vial label and SDS / CoA (available online).

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1: Dreiling A, Hanneken M, König S. Early cleavage of ethylene glycol bis(succinimidylsuccinate) (EGS)-linker moieties during enzymatic digestion of cross-linked proteins. Rapid Commun Mass Spectrom. 2014 Nov 15;28(21):2385-8. doi: 10.1002/rcm.7034. PubMed PMID: 25279753.

2: Lakra R, Kiran MS, Sai KP. Fabrication of homobifunctional crosslinker stabilized collagen for biomedical application. Biomed Mater. 2015 Nov 27;10(6):065015. doi: 10.1088/1748-6041/10/6/065015. PubMed PMID: 26610606.