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HOBt

Catalog No.
A7025
racemization inhibitor
Grouped product items
SizePriceStock Qty
100g
$60.00
In stock
250g
$120.00
In stock
500g
$195.00
In stock
For scientific research use only and should not be used for diagnostic or medical purposes.

Tel: +1-832-696-8203

Email: [email protected]

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Background

HOBt (1-Hydroxybenzotriazole; CAS 2592-95-2) is an organic benzotriazole derivative extensively utilized in peptide chemistry. Structurally, it is characterized as a crystalline powder typically containing bound water molecules (approximately 11.7% by weight). Functionally, HOBt serves as a racemization inhibitor during peptide coupling, minimizing epimerization of stereocenters. In peptide synthesis, it participates in the generation of reactive ester intermediates, such as N-hydroxysuccinimide esters. These activated esters react under mild conditions with amino groups, facilitating efficient amide bond formation. Additionally, HOBt enables preparation of amide analogues from carboxylic acids not readily convertible into acyl chlorides, thus expanding synthesis options for antibiotic derivatives and related bioactive molecules.

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.

Product Citation

Chemical Properties

Physical AppearanceA solid
StorageDesiccate at -20°C
M.Wt135.1
Cas No.2592-95-2
FormulaC6H5N3O
Solubility≥22.4 mg/mL in EtOH with ultrasonic; ≥4.09 mg/mL in H2O with ultrasonic; ≥6.76 mg/mL in DMSO
Chemical Name1-hydroxybenzotriazole
SDFDownload SDF
Canonical SMILESC1=CC=C2C(=C1)N=NN2O
Shipping ConditionSmall Molecules with Blue Ice, Modified Nucleotides with Dry Ice.
General tips We do not recommend long-term storage for the solution, please use it up soon.

Biological Activity

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

Quality Control

Quality Control & MSDS

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Chemical structure

HOBt

Related Biological Data

HOBt

Related Biological Data

HOBt