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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
Pricing and availability is not currently available.

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.[1][2][3]

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.

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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

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Certificates of Analysis (COA)

Lot/Batch Number
SDBB1080
SDBB1081
STBL4114
STBL3583
WXBF0507V

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Tetrahedron Letters, 35, 3315-3315 (1994)
Tetrahedron Letters, 34, 6383-6383 (1993)
Synlett, 733-733 (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
Donna Wesolowski et al.
Proceedings of the National Academy of Sciences of the United States of America, 108(40), 16582-16587 (2011-09-29)
Basic peptides covalently linked to nucleic acids, or chemically modified nucleic acids, enable the insertion of such a conjugate into bacteria grown in liquid medium and mammalian cells in tissue culture. A unique peptide, derived from human T cells, has
View All Related Papers

Questions

1–6 of 6 Questions  

  1. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer

    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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  2. How can I determine the shelf life / expiration / retest date of this product?

    1 answer

    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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

    1 answer

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

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  4. Why is Product 157260, Hydroxybenzotriazole hydrate wet?

    1 answer

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

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

    1 answer

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

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

    1 answer

    1. 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.

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