N-Biotinyl-6-aminohexanoic acid

Names

[ CAS No. ]:
72040-64-3

[ Name ]:
N-Biotinyl-6-aminohexanoic acid

[Synonym ]:
6-[5-[(3aS,4S,6aR)-2-oxo-1,3,3a,4,6,6a-hexahydrothieno[3,4-d]imidazol-4-yl]pentanoylamino]hexanoic acid

Biological Activity

[Description]:

N-Biotinyl-6-aminohexanoic acid (N-(+)-Biotinyl-6-aminohexanoic acid) can be used to perform biotinylation[1].

[Related Catalog]:

Research Areas >> Others

Signaling Pathways >> Others >> Others

[In Vitro]

Synthesis of p-nitrophenyl N-acetyllactosaminide with β-D-galactosidase, chemical reduction of the p-nitrophenyl group, and sialylation with sialyltransferase. The p-aminophenyl glycosides are then successfully biotin-labeled through the coupling with N-(+)-biotinyl-6- aminohexanoic acid to afford biotinylated oligosaccharides with an aminohexanosyl group and phenyl group as the spacers between the biotin and glycan[1]. The SERS (surface-enhanced Raman scattering) of cyclohexyl isocyanide that silver nanoparticles modified with N-(+)-biotinyl-6-aminocaproic acid and cyclohexyl isocyanide can be anchored on a separate biotinylated substrate via the avidin-biotin interaction[2].

[References]

[1]. Zeng X, et al. Effective chemoenzymatic synthesis of p-aminophenyl glycosides of sialyl N-acetyllactosaminide and analysis of their interactions with lectins. Carbohydr Res. 2007 Jul 2;342(9):1244-8.

[2]. Kim K, et al. microAg particle-based molecular sensing/recognition via surface-enhanced Raman spectroscopy. Biosens Bioelectron. 2007 Jan 15;22(6):1000-5.

Chemical & Physical Properties

[ Density]:
1.2g/cm3

[ Boiling Point ]:
721.3ºC at 760 mmHg

[ Melting Point ]:
220-230ºC (dec.)

[ Molecular Formula ]:
C₁₆H₂₇N₃O₄S

[ Molecular Weight ]:
357.46800

[ Flash Point ]:
390ºC

[ Exact Mass ]:
357.17200

[ PSA ]:
132.83000

[ LogP ]:
2.52190

[ Index of Refraction ]:
1.532

MSDS

Click to get detail MSDS

Safety Information

[ Personal Protective Equipment ]:
Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter

[ Hazard Codes ]:
F: Flammable;

[ Safety Phrases ]:
22-24/25

[ RIDADR ]:
NONH for all modes of transport

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Articles

In vivo labeling of Escherichia coli cell envelope proteins with N-hydroxysuccinimide esters of biotin. Bradburne JA, Godfrey P, et al.

Appl. Environ. Microbiol. 59 , 663-668, (2993)

(-)-7'-Isothiocyanato-11-hydroxy-1',1'-dimethylheptylhexahydrocannabinol (AM841), a high-affinity electrophilic ligand, interacts covalently with a cysteine in helix six and activates the CB1 cannabinoid receptor.

Mol. Pharmacol. 68 , 1623-35, (2005)

The CB1 cannabinoid receptor has been shown to play important physiological roles in the central nervous system, as well as peripherally, and is a target for development of therapeutic medications. To...

microAg particle-based molecular sensing/recognition via surface-enhanced Raman spectroscopy.

Biosens. Bioelectron. 22 , 1000-1005, (2007)

In this study, we demonstrate that powders of commercially available 2-microm-sized Ag (microAg) can be used as a core material for constructing molecular sensing/recognition units operating via surfa...