Skip to Content
Merck
All Photos(1)

Documents

63176

Sigma-Aldrich

6-Maleimidohexanoic acid

≥98.0% (HPLC)

Synonym(s):

6-Maleimidocaproic acid, N-Maleoyl-6-aminocaproic acid, N-(5-Carboxypentyl)maleimide

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

About This Item

Empirical Formula (Hill Notation):
C10H13NO4
CAS Number:
55750-53-3
Molecular Weight:
211.21
Beilstein:
1532405
MDL number:
MFCD00043140
UNSPSC Code:
12352005
PubChem Substance ID:
329759803
NACRES:
NA.25

Quality Level

200

Assay

≥98.0% (HPLC)

mp

86-91 °C

storage temp.

room temp

SMILES string

OC(=O)CCCCCN1C(=O)C=CC1=O

InChI

1S/C10H13NO4/c12-8-5-6-9(13)11(8)7-3-1-2-4-10(14)15/h5-6H,1-4,7H2,(H,14,15)

InChI key

WOJKKJKETHYEAC-UHFFFAOYSA-N

Looking for similar products? Visit Product Comparison Guide

Application

6-Maleimidohexanoic acid may be used as a spacer in the construction of drug and other types of bioconjugates. 6-Maleimidohexanoic acid is used with N-hydroxysuccinimide ester as a bifunctional cross-linking reagent.
Probe for thiol groups (SH-groups) in membrane proteins.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H335

Hazard Classifications

Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

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
0000303158
0000303157
0000305217
0000296080
0000296075

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

Mitsuko Maeda et al.
Bioorganic & medicinal chemistry letters, 15(3), 621-624 (2005-01-25)
The adenovirus vector is a promising carrier for the efficient transfer of genes into cells via the coxackie-adenovirus receptor (CAR) and integrins (alphavbeta3 and alphavbeta5). The clinical use of the adenovirus vector remains problematic however. Successful administration of this vector
Shinya Kida et al.
Chemical & pharmaceutical bulletin, 55(4), 685-687 (2007-04-06)
6-maleimidohexanoic acid N-hydroxysuccinimide ester has been used widely for preparation of enzyme immunoconjugates as a unique heterobifunctional cross-linking reagent. Its heterobifunctional reactivity is good, but its ester portion hydrolyzes easily in the presence of water. Several 6-maleimidohexanoic acid active esters
Nathalie E Blachère et al.
European journal of immunology, 44(11), 3240-3251 (2014-08-12)
Paraneoplastic neurologic diseases (PND) involving immune responses directed toward intracellular antigens are poorly understood. Here, we examine immunity to the PND antigen Nova2, which is expressed exclusively in central nervous system (CNS) neurons. We hypothesized that ectopic expression of neuronal
Mohammed Abdelsaid et al.
Life sciences, 118(2), 268-273 (2014-01-23)
We have shown that diabetes causes cerebrovascular remodeling in part by the activation of the endothelin (ET-1) system in a glucose-dependent manner. We also reported increased yet dysfunctional cerebral angiogenesis in diabetes. Here, we tested the hypothesis that dual ET-1
Lauren L Jantzie et al.
Cerebral cortex (New York, N.Y. : 1991), 25(2), 482-495 (2013-09-21)
The pathophysiology of perinatal brain injury is multifactorial and involves hypoxia-ischemia (HI) and inflammation. N-methyl-d-aspartate receptors (NMDAR) are present on neurons and glia in immature rodents, and NMDAR antagonists are protective in HI models. To enhance clinical translation of rodent
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