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HOBt (anhydrous) Racemization inhibitor

Catalog No.A7025
Size Price Stock Qty
250g
$120.00
In stock
500g
$195.00
In stock

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Sample solution is provided at 25 µL, 10mM.

Product Citations

1. Gilbert T, Alsop RJ, et al. "Nanostructure of Fully Injectable Hydrazone-Thiosuccinimide Interpenetrating Polymer Network Hydrogels Assessed by Small-Angle Neutron Scattering and dSTORM Single-Molecule Fluorescence Microscopy." ACS Appl Mater Interfaces. 2017 Nov 27. PMID:29131571
2. Johansen ML, Gao Y, et al. "Quantitative Molecular Imaging with a Single Gd-Based Contrast Agent Reveals Specific Tumor Binding and Retention in Vivo." Anal Chem. 2017 Jun 6;89(11):5932-5939. PMID:28481080
3. Gilbert, Trevor. "Injectable Interpenetrating Network Hydrogels for Biomedical Applications." mcmaster university.2017.
4.Herrmann, Kelsey, et al. "Molecular Imaging of Tumors Using a Quantitative T1 Mapping Technique via Magnetic Resonance Imaging." Diagnostics 5.3 (2015): 318-332.

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Chemical structure

HOBt (anhydrous)

Related Biological Data

HOBt (anhydrous)

Related Biological Data

HOBt (anhydrous)

Biological Activity

Description HOBt is an inhibitor of racemization for peptide synthesis.
Targets racemization          
IC50            

HOBt (anhydrous) Dilution Calculator

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Chemical Properties

Cas No. 2592-95-2 SDF Download SDF
Synonyms N/A
Chemical Name 1-hydroxybenzotriazole
Canonical SMILES C1=CC=C2C(=C1)N=NN2O
Formula C6H5N3O M.Wt 135.1
Solubility >6.8mg/mL in DMSO Storage Desiccate at -20°C
Shipping Condition Evaluation sample solution : ship with blue ice.All other available size: ship with RT , or blue ice upon request
General tips For obtaining a higher solubility , please warm the tube at 37 ℃ and shake it in the ultrasonic bath for a while.Stock solution can be stored below -20℃ for several months.

Background

Hydroxy benzotriazole, abbreviated HOBt, is anorganic compoundthat is a derivative of benzotriazole. HOBt, as a commercial product, is a white crystalline powder contains some water (~11.7% wt as the HOBt monohydrate crystal). Anhydrous HOBt is explosive. It is mainly used to suppress the racemization of single-enantiomerchiral molecules and to improve the efficiency ofpeptide synthesis. Automated peptide synthesisinvolves the condensation of the amino group of protected amino acidswith the activated ester. HOBt can be used to produce activated esters such as N-hydroxysuccinimide ester. These esters are insoluble and react with amines at ambient temperature to give amides [1]. HOBt is also used for the synthesis of amides from carboxylic acidsaside from amino acids. These substrates may not be convertible to theacyl chlorides [2]. For instance amide derivatives of ionophoric antibiotics have been prepared in this way [3].

References:
[1].  Knig W, Geiger R. EineneueMethodezurSynthese von Peptiden: Aktivierung der CarboxylgruppemitDicyclohexylcarbodiimidunterZusatz von 1‐Hydroxy‐benzotriazolen[J]. ChemischeBerichte, 1970, 103(3): 788-798.
[2].  Myers A G, Yang B H, Chen H. Transformation of Pseudoephedrine Amides into Highly Enantiomerically Enriched Aldehydes, Alcohols, and Ketones[J]. Organic Syntheses, 2000: 29-29.
[3].  owicki D, Huczyński A, Ratajczak-Sitarz M, et al. Structural and antimicrobial studies of a new N-phenylamide of monensin A complex with sodium chloride[J]. Journal of Molecular Structure, 2009, 923(1): 53-59.