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Merck

12804

HBTU

≥98.0% (T), for peptide synthesis

Synonym(s):

N,N,N′,N′-Tetramethyl-O-(1H-benzotriazol-1-yl)uronium hexafluorophosphate, O-(Benzotriazol-1-yl)-N,N,N′,N′-tetramethyluronium hexafluorophosphate

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CZK 1,003.00

5 G

CZK 4,540.00

25 G

CZK 16,800.00

CZK 1,003.00

List PriceCZK 1,180.00Save 15%

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About This Item

Empirical Formula (Hill Notation):
C11H16F6N5OP
CAS Number:
Molecular Weight:
379.24
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352107
EC Number:
423-020-5
MDL number:
Beilstein/REAXYS Number:
7328329

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Product Name

HBTU, ≥98.0% (T)

InChI key

UQYZFNUUOSSNKT-UHFFFAOYSA-N

InChI

1S/C11H16N5O.F6P/c1-14(2)11(15(3)4)17-16-10-8-6-5-7-9(10)12-13-16;1-7(2,3,4,5)6/h5-8H,1-4H3;/q+1;-1

SMILES string

F[P-](F)(F)(F)(F)F.CN(C)C(\On1nnc2ccccc12)=[N+](/C)C

assay

≥98.0% (T)

form

solid

reaction suitability

reaction type: Coupling Reactions

mp

200 °C (dec.) (lit.)

solubility

acetonitrile: 0.1 g/mL, clear

application(s)

peptide synthesis

functional group

amine

storage temp.

2-8°C

Quality Level

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1 of 4

This Item
128068597104936
form

solid

form

solid

form

solid

form

powder

assay

≥98.0% (T)

assay

≥97.0% (N)

assay

≥98.0% (CHN)

assay

≥98.0% (HPLC)

functional group

amine

functional group

-

functional group

-

functional group

amine, chloro

storage temp.

2-8°C

storage temp.

2-8°C

storage temp.

2-8°C

storage temp.

-

Quality Level

200

Quality Level

200

Quality Level

200

Quality Level

200

solubility

acetonitrile: 0.1 g/mL, clear

solubility

acetonitrile: 0.1 g/mL, clear, colorless

solubility

acetonitrile: 0.1 g/mL, clear

solubility

-

Application

HBTU is a peptide coupling agent for peptide synthesis.[1] It has also been used in standard Fmoc-based solid-phase peptide synthesis (SPPS) protocol.[2]
Recent studies show that crystal as well as solution structure of this coupling agent is a guanidinium N-oxide and not an uronium compound; Coupling reagent for peptide synthesis; advantages are: very low racemization, simple reaction conditions, very short reaction time, and high yields.

General description

HBTU is a peptide coupling agent used in Fmoc-based solid-phase peptide synthesis.[3]

pictograms

Exclamation mark

signalword

Warning

hcodes

Hazard Classifications

Skin Sens. 1A

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves


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Allan Bastos Lima et al.
Bioorganic & medicinal chemistry, 23(17), 5748-5755 (2015-08-04)
Dengue virus (DENV) and West Nile virus (WNV) are mosquito-borne arboviruses responsible for causing acute systemic diseases and severe health conditions in humans. The discovery of therapies capable to prevent infections or treat infected individuals remains an important challenge, since
Kaido Kurrikoff et al.
Scientific reports, 7(1), 17056-17056 (2017-12-08)
Non-viral gene delivery systems have gained considerable attention as a promising alternative to viral delivery to treat diseases associated with aberrant gene expression. However, regardless of extensive research, only a little is known about the parameters that underline in vivo
Structural studies of reagents for peptide bond formation: Crystal and molecular structures of HBTU and HATU.
Abdelmoty I, et al.
Lett. Pept. Sci., 1(2), 57-67 (1994)
Some mechanistic aspects on Fmoc solid phase peptide synthesis
Pires DAT, et al.
International Journal of Peptide Research and Therapeutics, 20, 53-69 (2014)
L P Miranda et al.
Proceedings of the National Academy of Sciences of the United States of America, 96(4), 1181-1186 (1999-02-17)
The chemical synthesis of peptides and small proteins is a powerful complementary strategy to recombinant protein overexpression and is widely used in structural biology, immunology, protein engineering, and biomedical research. Despite considerable improvements in the fidelity of peptide chain assembly

Questions

1–2 of 2 Questions  
  1. 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/418/501/product-dating-information-06-25-mk.pdf

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  2. 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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