Name: Fmoc-Ala-Ala-Asn(Trt)-OH
Brand: BOC Sciences
Rating: 5 (1 reviews)

Synonyms

FMc-Ala-Ala-Asn(Trt)-OH

IUPAC Name

(2S)-2-[[(2S)-2-[[(2S)-2-(9H-fluoren-9-ylmethoxycarbonylamino)propanoyl]amino]propanoyl]amino]-4-oxo-4-(tritylamino)butanoic acid

Canonical SMILES

CC(C(=O)NC(CC(=O)NC(C1=CC=CC=C1)(C2=CC=CC=C2)C3=CC=CC=C3)C(=O)O)NC(=O)C(C)NC(=O)OCC4C5=CC=CC=C5C6=CC=CC=C46

InChI

InChI=1S/C44H42N4O7/c1-28(45-40(50)29(2)46-43(54)55-27-37-35-24-14-12-22-33(35)34-23-13-15-25-36(34)37)41(51)47-38(42(52)53)26-39(49)48-44(30-16-6-3-7-17-30,31-18-8-4-9-19-31)32-20-10-5-11-21-32/h3-25,28-29,37-38H,26-27H2,1-2H3,(H,45,50)(H,46,54)(H,47,51)(H,48,49)(H,52,53)/t28-,29-,38-/m0/s1

InChIKey

PMEYZYXHXRXGHF-HXUMPODJSA-N

Solubility

10 mm in DMSO

Appearance

Solid

Shelf Life

0-4°C for short term (days to weeks), or -20°C for long term (months).

Shipping

Room temperature

Storage

-20°C

Form

Solid

Fmoc-Ala-Ala-Asn(Trt)-OH, a protected tripeptide crucial in peptide and protein synthesis, offers a multitude of applications:

Peptide Synthesis: In the realm of solid-phase peptide synthesis (SPPS), Fmoc-Ala-Ala-Asn(Trt)-OH plays a pivotal role in crafting custom peptides. Its Fmoc group shields the amino terminus throughout synthesis, ensuring precise elongation of the peptide chain. This reagent is invaluable for generating intricate peptides tailored for both research and therapeutic purposes.

Protein Engineering: Through the integration of Fmoc-Ala-Ala-Asn(Trt)-OH into protein sequences, scientists can engineer novel proteins with modified properties and functions. The Trt protecting group on the Asn residue enables selective deprotection, facilitating precise alterations to the target protein. This capability is essential for exploring structure-function relationships of proteins and designing innovative biologics.

Bioconjugation: Fmoc-Ala-Ala-Asn(Trt)-OH finds application in crafting peptide conjugates, where peptides are linked to various molecules like drugs or nanoparticles to enhance their efficacy. Particularly in targeted drug delivery systems, the peptide serves as a guiding beacon, directing therapeutic agents to specific cells or tissues. Customization of the peptide sequence elevates the specificity and performance of these conjugates.

Immunology Research: Within immunology, synthetic peptides containing Fmoc-Ala-Ala-Asn(Trt)-OH are harnessed to develop antigenic sequences for vaccine formulations and antibody production. These peptides mimic pathogen epitopes, enabling the investigation of immune responses. Such applications are pivotal in the development of novel vaccines and deepening our understanding of immune mechanisms at the molecular level.