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Application Area

Fmoc-Asn(Trt)-OPfp

* Please kindly note that our products are not to be used for therapeutic purposes and cannot be sold to patients.

Category

Fluorinated Amino Acids

Catalog number

BAT-005295

CAS number

132388-64-8

Molecular Formula

C44H31N2O5F5

Molecular Weight

762.72

Specification
Application

IUPAC Name

(2,3,4,5,6-pentafluorophenyl) (2S)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-4-oxo-4-(tritylamino)butanoate

Synonyms

(2,3,4,5,6-pentafluorophenyl)(2S)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-4-oxo-4-(tritylamino)butanoate; N-Fmoc-N'-trityl-L-asparagine pentafluorophenyl ester; N-alpha-Fmoc-N-alpha-trityl-L-asparagine pentafluorophenyl ester; (S)-Perfluorophenyl 2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-4-oxo-4-(tritylamino)butanoate; Fmoc-Asn(Trt)pentafluorophenyl ester

Purity

≧ 95%

Density

1.358±0.060 g/cm3

Boiling Point

888.2±65.0 °C

Storage

Store at -20 °C

InChI

InChI=1S/C44H31F5N2O5/c45-36-37(46)39(48)41(40(49)38(36)47)56-42(53)34(50-43(54)55-25-33-31-22-12-10-20-29(31)30-21-11-13-23-32(30)33)24-35(52)51-44(26-14-4-1-5-15-26,27-16-6-2-7-17-27)28-18-8-3-9-19-28/h1-23,33-34H,24-25H2,(H,50,54)(H,51,52)/t34-/m0/s1

InChI Key

YSONQVIVMGOLBG-UMSFTDKQSA-N

Canonical SMILES

C1=CC=C(C=C1)C(C2=CC=CC=C2)(C3=CC=CC=C3)NC(=O)CC(C(=O)OC4=C(C(=C(C(=C4F)F)F)F)F)NC(=O)OCC5C6=CC=CC=C6C7=CC=CC=C57

Fmoc-Asn(Trt)-OPfp, a pivotal amino acid derivative in peptide synthesis and bioconjugation protocols, boasts a wide array of applications. Here are four key uses:

Peptide Synthesis: Embedded in the realm of solid-phase peptide synthesis (SPPS), Fmoc-Asn(Trt)-OPfp stands as a cornerstone reagent. Its Fmoc group acts as a temporary shield during peptide elongation, thwarting undesirable side reactions. Meanwhile, the Trt (trityl) group safeguards the asparagine side chain amide, ensuring the integrity of the final peptide product.

Pharmaceutical Research: At the forefront of therapeutic peptide synthesis lies Fmoc-Asn(Trt)-OPfp, facilitating the creation of peptides vital in disease management. This compound enables the precise construction of peptides with tailored sequences and functions, particularly crucial in crafting peptide-based treatments for conditions like cancer, metabolic disorders, and infectious diseases.

Bioconjugation: The intricate dance of linking peptides to other biomolecules finds its linchpin in Fmoc-Asn(Trt)-OPfp. This process is essential for crafting elaborate bioconjugates used in targeted drug delivery and diagnostic assays. By ensuring the stability of asparagine residues through diverse chemical modifications, this compound plays a pivotal role in complex bioconjugate formation.

Structural Biology: Delving into the realms of structural studies, researchers harness Fmoc-Asn(Trt)-OPfp in peptide synthesis for techniques like X-ray crystallography and NMR spectroscopy. Pristine peptides with specific sequences are a prerequisite for unraveling protein-protein interactions and deciphering protein folding intricacies. This application holds substantial importance in revealing the nuanced structure-function relationships within biological systems.