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Merck
CN

12805

Sigma-Aldrich

1H-苯并三唑-1-基氧三吡咯烷基六氟磷酸盐

≥97.0% (TLC), for peptide synthesis

别名:

PyBOP®

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About This Item

线性分子式:
C18H28N6OP · PF6
分子量:
520.39
Beilstein:
3584612
MDL编号:
UNSPSC代码:
12352101
PubChem化学物质编号:
NACRES:
NA.22

product name

1H-苯并三唑-1-基氧三吡咯烷基六氟磷酸盐, purum, ≥97.0% (TLC)

等级

purum

质量水平

检测方案

≥97.0% (TLC)

形式

solid

反应适用性

reaction type: Coupling Reactions

mp

~150 °C
154-156 °C (dec.) (lit.)

应用

peptide synthesis

储存温度

2-8°C

SMILES字符串

F[P-](F)(F)(F)(F)F.C1CCN(C1)[P+](On2nnc3ccccc23)(N4CCCC4)N5CCCC5

InChI

1S/C18H28N6OP.F6P/c1-2-10-18-17(9-1)19-20-24(18)25-26(21-11-3-4-12-21,22-13-5-6-14-22)23-15-7-8-16-23;1-7(2,3,4,5)6/h1-2,9-10H,3-8,11-16H2;/q+1;-1

InChI key

VIAFLMPQBHAMLI-UHFFFAOYSA-N

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一般描述

(Benzotriazol-1-yloxy)tripyrrolidinophosphonium hexafluorophosphate (PyBOP) is an activator of carboxyl group commonly used in peptide synthesis. It also participates in the carboxylic acid esterification. It shows characteristics similar to benzotriazol-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate (BOP) and can be utilized as an alternative to BOP in peptide bond formation.

应用

(Benzotriazol-1-yloxy)tripyrrolidinophosphonium hexafluorophosphate (PyBOP) may be used in the following studies:
  • As coupling reagent in the preparation strategies for peptide-oligonucleotide conjugates.
  • Synthesis of structured pure triacylglycerol (TAG) regioisomers.
  • As coupling reagent in the synthesis of a 3,5-pyrazolidinedione on soluble polyethylene glycol (PEG) polymer support.
  • Synthesis of herceptin- nanoparticles.
BOP 偶联剂类似物,不产生致癌副产物 HMPA。

法律信息

PyBOP is a registered trademark of Merck KGaA, Darmstadt, Germany

象形图

Exclamation markEnvironment

警示用语:

Warning

危险声明

危险分类

Acute Tox. 4 Oral - Aquatic Acute 1 - Aquatic Chronic 1 - Skin Sens. 1

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable

个人防护装备

dust mask type N95 (US), Eyeshields, Gloves


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Expanding on the purification methodology of polyethylene glycol (PEG) bound molecules: The synthesis of 3, 5-pyrazolidinediones.
Zhao X-Y, et al.
Tetrahedron Letters, 39(46), 8433-8436 (1998)
Laëtitia Fauconnot et al.
Chemistry and physics of lipids, 139(2), 125-136 (2006-01-13)
The chemical synthesis of pure triacylglycerol (TAG) regioisomers, that contain long chain polyunsaturated fatty acids, such as arachidonic acid (AA) or docosahexaenoic acid (DHA), and saturated fatty acids, such as lauric acid (La) or palmitic acid (P), at defined positions
Ting-Jung Chen et al.
Journal of biological inorganic chemistry : JBIC : a publication of the Society of Biological Inorganic Chemistry, 14(2), 253-260 (2008-11-01)
A novel magnetic resonance imaging (MRI) contrast agent containing Herceptin is reported. The surfaces of superparamagnetic iron oxide nanoparticles were modified with dextran and conjugated with Herceptin (Herceptin-nanoparticles) to improve their dispersion, magnetization, and targeting of the specific receptors on
Joshua D Carter et al.
Journal of nucleic acids, 2011, 926595-926595 (2011-10-19)
This work describes preparation strategies for peptide-oligonucleotide conjugates that combine the self-assembling behavior of DNA oligonucleotides with the molecular recognition capabilities of peptides. The syntheses include a solution-phase fragment coupling reaction and a solid-phase fragment coupling strategy where the oligonucleotide
PyBOP: A new peptide coupling reagent devoid of toxic by-product.
Coste J, et al.
Tetrahedron Letters, 31(2), 205-208 (1990)

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