92921-24-9

Basic information

• Product Name: SULFO-SMCC
• Synonyms: SULFO-N-SUCCINIMIDYL 4-(MALEIMIDOMETHYL)CYCLOHEXANE-1-CARBOXYLATE, SODIUM SALT;SULFOSUCCINIMIDYL-TRANS-4-(N-MALEIMIDOMETHYL)CYCLOHEXANE-1-CARBOXYLATE;SULFO-SMCC;SULFO SUCCINIMIDYL-4-(N-MALEIMIDO METHYL) CYCLOHEXANE-1-CARBOXYLATE;SMCC, WATER-SOLUBLE;4-(N-MALEIMIDOMETHYL)CYCLOHEXANE-1-CARBOXYLIC ACID 3-SULFO-N-HYDROXYSUCCINIMIDE ESTER SODIUM SALT;4-(N-maleimidomethyl)cyclohexane-1-*carboxylic ac;4-[(2,5-Dihydro-2,5-dioxo-1H-pyrrol-1-yl)methyl]-Cyclohexanecarboxylic acid 2,5-dioxo-3-sulfo-1-pyrrolidinyl ester sodium salt (1:1)
• CAS NO: 92921-24-9
• Molecular Formula: C16H17N2NaO9S
• Molecular Weight: 436.37
• EINECS: 1312995-182-4
• Product Categories: Maleimide Derivatives;Cross Linking Reagents;MTS & Sulfhydryl Active Reagents;Protein Crosslinkers;Heterobifunctional Crosslinker;heteroXlink
• Mol File: 92921-24-9.mol
• Article Data: 0

Chemical Properties

• Melting Point: >270°C (dec.)
• Appearance: white to light brown/
• Storage Temp.: 0-6°C
• Solubility: H2O: soluble2.5mg/mL
• Water Solubility: Soluble in water (2.5 mg/ml) and dimethyl formamide.
• Stability: Moisture Sensitive
• CAS DataBase Reference: SULFO-SMCC(CAS DataBase Reference)
• NIST Chemistry Reference: SULFO-SMCC(92921-24-9)
• EPA Substance Registry System: SULFO-SMCC(92921-24-9)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38-20/21-61
• Safety Statements: 26-45-53
• WGK Germany: 3
• Hazardous Substances Data: 92921-24-9(Hazardous Substances Data)

Usage

Description

SULFO-SMCC is a hetero-bifunctional, noncleavable ADC crosslinker that features N-hydroxysuccinimide (NHS) ester and maleimide groups, enabling reactions with primary amines and sulfhydryl groups, respectively. It is a solid with versatile chemical properties, making it suitable for various applications in different industries.

Uses

Used in Pharmaceutical Industry:
SULFO-SMCC is used as a crosslinking agent for the conjugation of antibodies to drugs or other targeting moieties in antibody-drug conjugates (ADCs). Its ability to react with primary amines and sulfhydryl groups allows for stable and specific linkages, enhancing the therapeutic efficacy and selectivity of ADCs.
Used in Bioconjugation:
SULFO-SMCC is used as a bioconjugation reagent for the attachment of biomolecules, such as proteins, peptides, or oligonucleotides, to various surfaces or other molecules. Its hetero-bifunctional nature allows for the formation of stable covalent bonds, facilitating the development of biosensors, immunoassays, and other bioanalytical tools.
Used in Research and Development:
SULFO-SMCC is used as a research tool for the study of protein-protein interactions, enzyme activity, and other biological processes. Its ability to form stable linkages between molecules enables the investigation of various biological mechanisms and the development of new therapeutic strategies.

InChI:InChI=1/C16H18N2O9S.Na/c19-12-5-6-13(20)17(12)8-9-1-3-10(4-2-9)16(23)27-18-14(21)7-11(15(18)22)28(24,25)26;/h5-6,9-11H,1-4,7-8H2,(H,24,25,26);/q;+1/p-1/rC16H17N2NaO9S/c19-28-29(25,26)11-7-14(22)18(15(11)23)27-16(24)10-3-1-9(2-4-10)8-17-12(20)5-6-13(17)21/h5-6,9-11H,1-4,7-8H2