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CHEBI:229718 - disuccinimidyl suberate

ChEBI IDCHEBI:229718
ChEBI Namedisuccinimidyl suberate
Stars
DefinitionA N-hydroxysuccinimide ester resulting from the formal condensation of the two carboxy groups of suberic acid with the hydroxy group of 1-hydroxypyrrolidine-2,5-dione. It is a noncleavable and membrane permeable crosslinker.
Last Modified11 March 2024
SubmitterKalpana P
DownloadsMolfile
FormulaC16H20N2O8
Net Charge0
Average Mass368.342
Monoisotopic Mass368.12197
SMILESO=C(CCCCCCC(=O)ON1C(=O)CCC1=O)ON1C(=O)CCC1=O
InChIInChI=1S/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
InChIKeyZWIBGKZDAWNIFC-UHFFFAOYSA-N
Wikipedia
Roles Classification
Application:
cross-linking reagent  A reagent with two reactive groups, usually at opposite ends of the molecule, that are capable of reacting with and thereby forming bridges between macromolecules, principally side chains of amino acids in proteins, allowing the locations of naturally reactive areas within the proteins to be identified.
ChEBI Ontology
Outgoing Relation(s)
disuccinimidyl suberate (CHEBI:229718) has functional parent suberic acid (CHEBI:9300)
disuccinimidyl suberate (CHEBI:229718) has role cross-linking reagent (CHEBI:50684)
disuccinimidyl suberate (CHEBI:229718) is a N-hydroxysuccinimide ester (CHEBI:53165)
disuccinimidyl suberate (CHEBI:229718) is a diester (CHEBI:51307)
IUPAC Name 
1,1'-[(1,8-dioxooctane-1,8-diyl)bis(oxy)]dipyrrolidine-2,5-dione
Synonyms  Source
1,1'-[(1,8-dioxooctane-1,8-diyl)bis(oxy)]di(pyrrolidine-2,5-dione)IUPAC
DSSChEBI
octanedioic acid di-N-hydroxysuccinimide esterChEBI
suberic acid bis(N-hydroxy succinimide ester)ChEBI
Manual XrefsDatabases
HMDB0251485HMDB
Disuccinimidyl_suberateWikipedia
Registry NumbersSources
CAS:68528-80-3SUBMITTER
Citations