PyBOP

Bezeichnung:PyBOP

CAS-Nr128625-52-5

Englisch Name:PyBOP

CBNumberCB6434717

SummenformelC18H28F6N6OP2

Molgewicht520.39

MOL-Datei128625-52-5.mol

PyBOP physikalisch-chemischer Eigenschaften

Schmelzpunkt	154-156 °C (dec.)(lit.)
Dichte	1.438 at 20℃
Dampfdruck	0-0Pa at 20-50℃
storage temp.	2-8°C
Löslichkeit	methanol: 25 mg/mL, clear
Aggregatzustand	Fine Crystalline Powder
Farbe	White to off-white
Sensitive	Moisture Sensitive
BRN	3584612
InChI	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
InChIKey	BYCLGHOAELJLOF-UHFFFAOYSA-M
SMILES	[P+](ON1N=NC2C=CC=CC1=2)(N1CCCC1)(N1CCCC1)N1CCCC1.[P-](F)(F)(F)(F)(F)F
LogP	-0.3 at 26℃ and pH3.5-3.7
CAS Datenbank	128625-52-5(CAS DataBase Reference)

Sicherheit

Kennzeichnung gefährlicher	Xi
R-Sätze:	37/38-44-36/37/38
S-Sätze:	26-36-24/25-37/39
RIDADR	UN 1325 4.1/PG 2
WGK Germany	3
F	8-10-21
Hazard Note	Irritant
HS Code	29339980

Gefahreninformationscode (GHS)

PyBOP Chemische Eigenschaften,Einsatz,Produktion Methoden

R-Sätze Betriebsanweisung:
R37/38:Reizt die Atmungsorgane und die Haut.
R44:Explosionsgefahr bei Erhitzen unter Einschluss.
R36/37/38:Reizt die Augen, die Atmungsorgane und die Haut.
S-Sätze Betriebsanweisung:
S26:Bei Berührung mit den Augen sofort gründlich mit Wasser abspülen und Arzt konsultieren.
S36:DE: Bei der Arbeit geeignete Schutzkleidung tragen.
S24/25:Berührung mit den Augen und der Haut vermeiden.
S37/39:Bei der Arbeit geeignete Schutzhandschuhe und Schutzbrille/Gesichtsschutz tragen.
Chemische Eigenschaften
Off-White Solid
Verwenden
One of the most convenient coupling reagents for peptide synthesis without carcinogenic by-products. It replaces BOP reagent. This is especially suitable for solid-phase peptide synthesis, avoids racemization.
Verwenden
1H-Benzotriazol-1-yloxytri(1-pyrrolidinyl) phosphonium hexafluorophosphate (PyBOP) is a peptide coupling reagent utilized in solid phase peptide synthesis. It is also used as a substitute for the (benzotriazol-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate (BOP) reagent.
Verwenden
PyBOP is a reagent for: Synthesis of single labeled oligonucleotides that fluoresce upon matched hybridization
Generation of endocrine disruptor chemical binders
Cycloaddition to template-assembled multivalent peptide conjugates
Definition
PyBOP (benzotriazol-1-yl-oxytripyrrolidinophosphonium hexafluorophosphate) coupling reagent was selected for the peptidic bond formation. This selection was because PyBOP is efficient and could generate less toxic byproducts. PyBOP is an efficient coupling reagent utilized in solid-phase peptide synthesis. It reacts similarly to BOP, but its byproduct is not highly carcinogenic. PyBOP was utilized in the solid-phase synthesis of the tetrapeptide H-Ile-Ala-Leu-Pro-OH on 2-chlorotrityl resin. In contrast to uronium-based coupling reagents, PyBOP does not form guanidinated byproducts when used in excess. This makes it useful in fragment condensation reactions and head-to-tail cyclizations[1].
Allgemeine Beschreibung
(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.
Einzelnachweise
[1] Maharani, R. et al. “Good coupling performance of PyBOP in the solid-phase synthesis of tetrapeptide, OH-Pro-Leu-Ala-Ileu-NH2.” 2017. 0.

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