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Key Documents

63174

Sigma-Aldrich

4-Maleimidobutyric acid

≥98.0% (T)

Synonym(s):

γ-Maleimidobutyric acid, 4-Maleimidobutanoic acid, N-(3-Carboxypropyl)maleimide, N-Maleoyl-4-aminobutyric acid, N-Maleoyl-GABA

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About This Item

Empirical Formula (Hill Notation):
C8H9NO4
CAS Number:
Molecular Weight:
183.16
Beilstein:
1455876
MDL number:
UNSPSC Code:
12352106
PubChem Substance ID:
NACRES:
NA.25

Quality Level

Assay

≥98.0% (T)

mp

95-98 °C

SMILES string

OC(=O)CCCN1C(=O)C=CC1=O

InChI

1S/C8H9NO4/c10-6-3-4-7(11)9(6)5-1-2-8(12)13/h3-4H,1-2,5H2,(H,12,13)

InChI key

NCPQROHLJFARLL-UHFFFAOYSA-N

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Application

Gamma-maleimidobutyric acid may be used as a spacer in the construction of drug and other types of bioconjugates. 4-Maleimidobutyric acid is used with N-hydroxysuccinimide ester as a bifunctional cross-linking agent.
Modification reagent for thiol groups in proteins

Other Notes

SH-label for the modification of peptides and proteins; Used for the preparation of a new bleomycin analog for enzyme immunoassay (EIA); probe for membrane SH-groups

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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