Name: Fmoc-Gly-Gly-Phe-OH
Brand: BOC Sciences
Price: 298 USD
Availability: MadeToOrder

Size

Price

Stock

Quantity

500 mg

$298

In stock

Synonyms

(((9H-Fluoren-9-yl)methoxy)carbonyl)glycylglycyl-L-phenylalanine; (S)-11-Benzyl-1-(9H-fluoren-9-yl)-3,6,9-trioxo-2-oxa-4,7,10-triazadodecan-12-oic acid

IUPAC Name

(2S)-2-[[2-[[2-(9H-fluoren-9-ylmethoxycarbonylamino)acetyl]amino]acetyl]amino]-3-phenylpropanoic acid

Canonical SMILES

C1=CC=C(C=C1)CC(C(=O)O)NC(=O)CNC(=O)CNC(=O)OCC2C3=CC=CC=C3C4=CC=CC=C24

InChI

InChI=1S/C28H27N3O6/c32-25(29-16-26(33)31-24(27(34)35)14-18-8-2-1-3-9-18)15-30-28(36)37-17-23-21-12-6-4-10-19(21)20-11-5-7-13-22(20)23/h1-13,23-24H,14-17H2,(H,29,32)(H,30,36)(H,31,33)(H,34,35)/t24-/m0/s1

InChIKey

UFGUUZVZUIXKQZ-DEOSSOPVSA-N

Density

1.315±0.06 g/cm3 (Predicted)

Solubility

10 mm in DMSO

Shelf Life

-20°C 3 years powder; -80°C 2 years in solvent

Shipping

Room temperature

Storage

Store at -20 °C, keep in dry and avoid sunlight.

Boiling Point

852.2±65.0 °C (Predicted)

Fmoc-Gly-Gly-Phe-OH is a synthetic tripeptide commonly used in peptide synthesis and biochemical research. Here are some key applications of Fmoc-Gly-Gly-Phe-OH:

Peptide Synthesis: Fmoc-Gly-Gly-Phe-OH is a building block in the solid-phase peptide synthesis (SPPS) process. Its Fmoc (9-fluorenylmethyloxycarbonyl) group provides a temporary protective function, allowing for sequential coupling and de-protection cycles. This helps in constructing longer peptide chains with precise amino acid sequences.

Drug Development: Researchers use Fmoc-Gly-Gly-Phe-OH to design and synthesize peptide-based drug candidates. The inclusion of this tripeptide can help enhance the bioavailability and stability of therapeutic peptides. It plays a role in producing peptides which may act as inhibitors or mimetics of natural ligands in various disease models.

Biochemical Assays: Fmoc-Gly-Gly-Phe-OH is often employed in the development of substrates for enzymatic activity assays. By incorporating the tripeptide into substrates for proteases, researchers can study enzyme kinetics and inhibitor efficacy. This is integral in screening potential drug candidates and understanding enzyme specificity.

Protein-Protein Interaction Studies: In molecular biology, Fmoc-Gly-Gly-Phe-OH can be used to investigate protein-protein interactions. It can be incorporated into peptides that mimic protein binding sites, helping in the study of binding affinities and interaction mechanisms. This insight is important for drug discovery and understanding cellular signaling pathways.