68528-80-3

Basic information

• Product Name: DISUCCINIMIDYL SUBERATE
• Synonyms: SUBERIC ACID BIS(N-HYDROXY-SUCCINIMIDE ESTER);DISUCCINIMIDYL OCTANEDIOATE;DISUCCINIMIDYL SUBERATE;DSS;n-hydroxysuccinimidesubericacidester;Bis-(N-succinimidyl)-suberate;Disuccinimidyl octanedioate, Disuccinimidyl suberate (DSS);N,N'-[Hexamethylenebis(carbonyloxy)]bissuccinimide
• CAS NO: 68528-80-3
• Molecular Formula: C₁₆H₂₀N₂O₈
• Molecular Weight: 368.34
• EINECS: 218-031-5
• Product Categories: Homobifunctional Crosslinker;homoXlink
• Mol File: 68528-80-3.mol
• Article Data: 7

Chemical Properties

• Melting Point: 169-170°C
• Boiling Point: 513.5 °C at 760 mmHg
• Flash Point: 264.4 °C
• Appearance: /powder
• Density: 1.4 g/cm³
• Storage Temp.: 2-8°C
• Solubility: chloroform: 50 mg/mL
• Water Solubility: Insoluble in water. Soluble in chloroform: 50 mg/mL.
• CAS DataBase Reference: DISUCCINIMIDYL SUBERATE(CAS DataBase Reference)
• NIST Chemistry Reference: DISUCCINIMIDYL SUBERATE(68528-80-3)
• EPA Substance Registry System: DISUCCINIMIDYL SUBERATE(68528-80-3)

Safety Data

• Safety Statements: 24/25
• WGK Germany: 3
• Hazardous Substances Data: 68528-80-3(Hazardous Substances Data)

Usage

Description

DISUCCINIMIDYL SUBERATE, also known as Disuccinimidyl suberate (DSS), is a homobifunctional amine-reactive crosslinking reagent. It is a membrane-permeable, noncleavable crosslinker that contains two N-hydroxysuccinimide esters reactive towards primary amines. Typically coupled to molecules containing primary amine by amide bond buffered at pH 7.5 (6.5-8.5), DISUCCINIMIDYL SUBERATE incorporates an 8-atom spacer arm.

Uses

Used in Immunoprecipitation:
DISUCCINIMIDYL SUBERATE is used as a supplement in Pierce lysis buffer for immunoprecipitation, aiding in the isolation of specific proteins from a complex mixture.
Used in Oligonucleotide Conjugation:
DISUCCINIMIDYL SUBERATE is used as a conjugation agent for attaching oligonucleotide standards to gelatin, enhancing the stability and functionality of the oligonucleotides.
Used in Cross-linking of ASC Oligomers:
DISUCCINIMIDYL SUBERATE is used as a cross-linking agent for the formation of apoptosis-associated speck-like protein containing a caspase recruitment domain (ASC) oligomers, playing a crucial role in the regulation of inflammatory responses.
Used in Protein Cross-linking:
DISUCCINIMIDYL SUBERATE is used as a bifunctional cross-linking reagent in the cross-linking of proteins in intact cells, providing insights into protein-protein interactions and cellular processes.
Used in Drug Delivery Systems:
DISUCCINIMIDYL SUBERATE is used as a crosslinker in the development of drug delivery systems, particularly for enhancing the delivery, bioavailability, and therapeutic outcomes of certain molecules.

InChI:InChI=1/C16H20N2O8/c19-11-7-8-12(20)17(11)25-15(23)5-3-1-2-4-6-16(24)26-18-13(21)9-10-14(18)22/h1-10H2

Upstream product

• 6066-82-6 1-hydroxy-pyrrolidine-2,5-dione 
• 505-48-6 octane-1,8-dioic acid 

Downstream Products

• 1504585-21-0 C₅₅H₆₁N₇O₁₇ 
• 1206821-69-3 C₈₄H₁₂₇N₁₇O₂₈S 
• 675587-73-2 2-(benzyloxycarbonylamino)-6-(7-(5-(benzyloxycarbonylamino)-5-carboxypentylaminocarbonyl)heptanoylamino)hexanoic acid 
• 675587-74-3 2-(benzyloxycarbonylamino)-6-(7-carboxyheptanoylamino)hexanoic acid 

Relevant articles and documents

Double strand DNA cleavage with a binuclear iron complex

Covalently linking two single strand DNA cleaving agents resulted in a new biomimetic binuclear iron complex capable of effecting oxidative double strand DNA cleavage. The Royal Society of Chemistry.

NON-HUMAN ANIMAL HAVING HUMAN CD3 GENE SUBSTITUTED FOR ENDOGENOUS CD3 GENE

The present invention provides genetically modified non-human animals which are deficient in at least one or more types of CD3 genes selected from the group consisting of endogenous CD3ε, CD3δ, and CD3γ in its genome and functionally express at least one or more types of human CD3 genes selected from the group consisting of human CD3?, CD3δ, and CD3γ. In the genetically modified non-human animals of the present invention, mature T cell differentiation and production can take place, and immunocompetent cells including T cells can exert their functions. The genetically modified non-human animals of the present invention enable efficient evaluation and screening in the development of therapeutic agents and therapeutic methods that use human CD3-mediated targeted drugs.

Preparation and properties of gelatin films incorporated with N-hydroxysuccinimide-activated end-bit binary acid

A series of novel cross-linkers, N-hydroxysuccinimide (NHS)-activated end-bit binary acid (NHS-C4, C5, C6, C8, C10, C14), were synthesised to modify gelatin films and the crosslinking effects were compared. Homogeneous films with the exception of the film crosslinked by NHS-C14 were observed and the thickness was measured using a scanning electron microscope. The section feature influenced by different film-treatment conditions was also recorded. The differential scanning calorimetry results indicated higher thermal stability. The water contact angles confirmed enhanced hydrophobicity. NHS-C6, which was used as a probe crosslinker, exhibited the best crosslinking effect that the content of the free -NH2 achieved was the lowest out of all the crosslinkers. The biodegradation results of gelatin films modified by NHS-C6 exhibited better degradation-resistance and excellent stability. In addition, the optimal experimental conditions were 45°C for 12 h when [NHS-C6]/[-NH2] = 2.5.