CHEBI:229718 - disuccinimidyl suberate

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ChEBI Name disuccinimidyl suberate
ChEBI ID CHEBI:229718
Definition A 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.
Stars This entity has been manually annotated by the ChEBI Team.
Submitter Kalpana P
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Formula C16H20N2O8
Net Charge 0
Average Mass 368.342
Monoisotopic Mass 368.12197
InChI InChI=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
InChIKey ZWIBGKZDAWNIFC-UHFFFAOYSA-N
SMILES O=C(CCCCCCC(=O)ON1C(=O)CCC1=O)ON1C(=O)CCC1=O
Roles Classification
Application(s): 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.
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ChEBI Ontology
Outgoing 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 Sources
1,1'-[(1,8-dioxooctane-1,8-diyl)bis(oxy)]di(pyrrolidine-2,5-dione) IUPAC
DSS ChEBI
octanedioic acid di-N-hydroxysuccinimide ester ChEBI
suberic acid bis(N-hydroxy succinimide ester) ChEBI
Manual Xrefs Databases
Disuccinimidyl_suberate Wikipedia
HMDB0251485 HMDB
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Registry Number Type Source
68528-80-3 CAS Registry Number SUBMITTER
Citations Waiting for Citations Types Sources
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Last Modified
11 March 2024