63285
N-Maleoyl-β-alanine
≥98.0% (HPLC)
Synonym(s):
3-Maleimidopropionic acid, N-(2-Carboxyethyl)maleimide
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About This Item
Empirical Formula (Hill Notation):
C7H7NO4
CAS Number:
Molecular Weight:
169.13
PubChem Substance ID:
UNSPSC Code:
12352100
Beilstein/REAXYS Number:
1528952
MDL number:
SMILES string
OC(=O)CCN1C(=O)C=CC1=O
InChI
1S/C7H7NO4/c9-5-1-2-6(10)8(5)4-3-7(11)12/h1-2H,3-4H2,(H,11,12)
InChI key
IUTPJBLLJJNPAJ-UHFFFAOYSA-N
assay
≥98.0% (HPLC)
mp
103-106 °C (lit.), 108-111 °C
Other Notes
Reagent for the modification of peptides, proteins with an SH-label, probe for membrane SH-groups, Used for the preparation of peptide-protein conjugates
signalword
Warning
hcodes
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
Storage Class
13 - Non Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
dust mask type N95 (US), Eyeshields, Gloves
Regulatory Information
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D.G. Griffiths et al.
Biochemical Society Transactions, 11, 753-753 (1983)
L Moroder et al.
Biological chemistry Hoppe-Seyler, 368(7), 855-861 (1987-07-01)
In previous studies on model compounds we have found that the maleimide function is sufficiently stable under the conditions of peptide synthesis to allow its incorporation at preselected positions of a peptide chain in earlier steps of the synthetic route.
Wuensch, E.
Hoppe-Seyler'S Zeitschrift fur Physiologische Chemie, 366, 53-53 (1985)
Sandra Loera-Serna et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 25(17), 4398-4411 (2019-01-05)
The metal-organic framework (MOF) HKUST-1 was employed as an interaction matrix for fundamental loading studies of anthraquinone dyes. Chosen dyes were alizarin (A), alizarin S (AS), disperse blue 1 (B1), disperse blue 3 (B3), disperse blue 56 (B56) and purpurin
Zhipeng Chen et al.
Journal of controlled release : official journal of the Controlled Release Society, 191, 123-130 (2014-06-04)
Covalent modification of a drug with a peptide moiety has been extensively used as an effective strategy to improve the drug's therapeutic outcome. One important consideration in the design of such a prodrug is the release of the free drug
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