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63174

Sigma-Aldrich

4-Maleimidobutyric acid

≥98.0% (T)

Synonyme(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

Formule empirique (notation de Hill):
C8H9NO4
Numéro CAS:
Poids moléculaire :
183.16
Numéro Beilstein :
1455876
Numéro MDL:
Code UNSPSC :
12352106
ID de substance PubChem :
Nomenclature NACRES :
NA.25

Niveau de qualité

Pureté

≥98.0% (T)

Pf

95-98 °C

Chaîne SMILES 

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)

Clé InChI

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

Autres remarques

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

Pictogrammes

Exclamation mark

Mention d'avertissement

Warning

Mentions de danger

Classification des risques

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

Organes cibles

Respiratory system

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

dust mask type N95 (US), Eyeshields, Gloves


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Consulter la Bibliothèque de documents

Biochemical Society Transactions, 11, 753-753 (1983)
Marie Pribylova et al.
International journal of pharmaceutics, 415(1-2), 175-180 (2011-06-15)
A new targeted conjugates in which paclitaxel was used as a cytostatic compound and an analog of the gonadotropin-releasing hormone (GnRH) as a targeting moiety were synthesized. The molecule of the peptide hormone GnRH was modified to allow its connection
Weibo Cai et al.
Nature protocols, 3(1), 89-96 (2008-01-15)
To take full advantage of the unique optical properties of quantum dots (QDs) and expedite future near-infrared fluorescence (NIRF) imaging applications, QDs need to be effectively, specifically and reliably directed to a specific organ or disease site after systemic administration.
N-polymethylenecarboxymaleimides -- a new class of probes for membrane sulphydryl groups.
D G Griffiths et al.
FEBS letters, 134(2), 261-263 (1981-11-16)
K Fujiwara et al.
Cancer research, 41(10), 4121-4126 (1981-10-01)
An antibody directed toward pepleomycin, a new antitumor antibiotic related structurally to bleomycin, has been produced in rabbits by immunization with a pepleomycin-protein conjugate which was prepared by a novel procedure of coupling pepleomycin to mercaptosuccinylated bovine serum albumin using

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