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Merck
CN

12804

苯并三氮唑-N,N,N′,N′-四甲基脲六氟磷酸酯

≥98.0% (T), for peptide synthesis

别名:

N,N,N′,N′-四甲基-O-(1H-苯并三氮唑)六氟磷酸脲, HBTU

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关于此项目

经验公式(希尔记法):
C11H16F6N5OP
化学文摘社编号:
分子量:
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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产品名称

苯并三氮唑-N,N,N′,N′-四甲基脲六氟磷酸酯, ≥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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Application

HBTU是用于多肽合成的多肽偶联剂。它也被用于标准Fmoc固相多肽合成(SPPS)方案。
最近研究显示,这种偶联试剂的结晶或溶液结构是胍的 N-氧化物形式,,而不是脲化合物; 用于多肽合成的偶联试剂;优点是:极低的外消旋化,简单的反应条件,非常短的反应时间和高产率。

General description

HBTU是一种肽偶联剂,用于基于Fmoc的固相肽合成。

pictograms

Exclamation mark

signalword

Warning

hcodes

Hazard Classifications

Skin Sens. 1A

存储类别

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves


历史批次信息供参考:

分析证书(COA)

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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)
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
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
Small molecule approach to studying protein tyrosine phosphatase.
Kumar S, et al.
Methods, 35(1), 9-21 (2005)
Some mechanistic aspects on Fmoc solid phase peptide synthesis
Pires DAT, et al.
International Journal of Peptide Research and Therapeutics, 20, 53-69 (2014)

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