Skip to Content
Merck
All Photos(1)

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

Sign Into View Organizational & Contract Pricing
All Photos(1)

About This Item

Empirical Formula (Hill Notation):
C8H9NO4
CAS Number:
57078-98-5
Molecular Weight:
183.16
Beilstein:
1455876
MDL number:
MFCD00043139
UNSPSC Code:
12352106
PubChem Substance ID:
329759801
NACRES:
NA.25

Quality Level

100

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

Looking for similar products? Visit Product Comparison Guide

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
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

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

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
BCBS9292V
BCBR2680V
1431812V
1431812
1348754

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Search for a COA

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

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
Biochemical Society Transactions, 11, 753-753 (1983)
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)
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.
View All Related Papers

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service