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157260

Sigma-Aldrich

1-Hydroxybenzotriazole hydrate

98% dry basis wetted with not less than 14 wt. % water, for peptide synthesis

Synonym(s):

HOBt Hydrate

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About This Item

Empirical Formula (Hill Notation):
C6H5N3O · xH2O
CAS Number:
123333-53-9
Molecular Weight:
135.12 (anhydrous basis)
Beilstein:
4515
EC Number:
219-989-7
MDL number:
MFCD00065690
UNSPSC Code:
12352000
PubChem Substance ID:
24849666
NACRES:
NA.22

Product Name

1-Hydroxybenzotriazole hydrate, wetted with not less than 14 wt. % water, 98% dry basis

Quality Level

200

Assay

98% dry basis

form

solid

quality

synthesis grade

reaction suitability

reaction type: Addition Reactions

mp

155-158 °C (lit.)

application(s)

peptide synthesis

SMILES string

[H]O[H].On1nnc2ccccc12

InChI

1S/C6H5N3O.H2O/c10-9-6-4-2-1-3-5(6)7-8-9;/h1-4,10H;1H2

InChI key

PJUPKRYGDFTMTM-UHFFFAOYSA-N

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General description

1-Hydroxybenzotriazole hydrate is a derivative of benzotriazole primarily used as a coupling reagent in peptide synthesis.

Application

1-Hydroxybenzotriazole hydrate can be used as a reagent:
  • To synthesize β-peptides via microwave-assisted amino acid coupling.
  • In the spot synthesis of glycopeptides.
It can also be used as a deprotection agent for the removal of Fmoc (9-fluorenylmethoxycarbonyl) protecting group.

related product

Product No.
Description
Pricing

Pictograms

FlameExclamation mark
GHS02,GHS07

Signal Word

Danger

Hazard Statements

H207,H319,H412

Hazard Classifications

Aquatic Chronic 3 - Desen. Expl. 2 - Eye Irrit. 2

Supplementary Hazards

EUH044

Storage Class Code

4.1A - Other explosive hazardous materials

WGK

WGK 1

Flash Point(F)

314.6 °F

Flash Point(C)

157 °C

Regulatory Information

监管及禁止进口产品

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Certificates of Analysis (COA)

Lot/Batch Number
STBL4114
STBL3583
WXBF0507V
WXBD7905V
WXBD6700V

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  1. Which document(s) contains shelf-life or expiration date information for a given product?

    If available for a given product, the recommended re-test date or the expiration date can be found on the Certificate of Analysis.

  2. How do I get lot-specific information or a Certificate of Analysis?

    The lot specific COA document can be found by entering the lot number above under the "Documents" section.

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  4. What is the Department of Transportation shipping information for this product?

    Transportation information can be found in Section 14 of the product's (M)SDS.To access the shipping information for this material, use the link on the product detail page for the product. 

  5. Why is Product 157260, Hydroxybenzotriazole hydrate wet?

    Hydroxybenzotriazole hydrate is a solid that is explosive when dry. Our specification for this product is >14% water.

  6. Can Product 157260, Hydroxybenzotriazole hydrate, be dried?

    Drying hydroxybenzotriazole hydrate should not be attempted because of its explosive nature.

  7. How is Product 157260, Hydroxybenzotriazole hydrate, shipped?

    Hydroxybenzotriazole hydrate can not travel be sea or air. It is typically shipped by truck.

  8. My question is not addressed here, how can I contact Technical Service for assistance?

    Ask a Scientist here.

Tetrahedron Letters, 35, 3315-3315 (1994)
Tetrahedron Letters, 34, 6383-6383 (1993)
T Katoh et al.
International journal of peptide and protein research, 42(3), 264-269 (1993-09-01)
3-Dimethylphosphinothioyl-2(3H)-oxazolone (MPTO) was synthesized, and its ability to effect racemization-free couplings and cyclization of a peptide and its C-terminal epimer was examined. MPTO showed good reactivity in aprotic polar solvents such as N,N-dimethylformamide (DMF) and N-methylpyrrolidone. In reactivity MPTO resembles
Synlett, 733-733 (1993)
Akul Y Mehta et al.
Cell chemical biology, 27(9), 1207-1219 (2020-07-02)
Glycan recognition is typically studied using free glycans, but glycopeptide presentations represent more physiological conditions for glycoproteins. To facilitate studies of glycopeptide recognition, we developed Glyco-SPOT synthesis, which enables the parallel production of diverse glycopeptide libraries at microgram scales. The
View All Related Papers

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