CAS 146549-21-5

Fmoc-L-Allylglycine

Description:

Fmoc-L-Allylglycine is a synthetic amino acid derivative characterized by the presence of a fluorenylmethoxycarbonyl (Fmoc) protecting group attached to the amino group of L-allylglycine. This compound is notable for its role in peptide synthesis, particularly in solid-phase peptide synthesis (SPPS), where the Fmoc group serves as a protective moiety that can be selectively removed under basic conditions. The allyl side chain provides unique reactivity, allowing for further functionalization or incorporation into peptides. Fmoc-L-Allylglycine is typically a white to off-white solid and is soluble in organic solvents such as dimethylformamide (DMF) and dimethyl sulfoxide (DMSO), but less soluble in water. Its molecular structure includes both an amine and a carboxylic acid functional group, making it an amphoteric compound. The compound is used in various biochemical applications, including the synthesis of peptide libraries and the study of protein interactions, due to its ability to introduce structural diversity into peptide sequences.

Formula: C₂₀H₁₉NO₄

InChI: InChI=1/C20H19NO4/c1-2-7-18(19(22)23)21-20(24)25-12-17-15-10-5-3-8-13(15)14-9-4-6-11-16(14)17/h2-6,8-11,17-18H,1,7,12H2,(H,21,24)(H,22,23)/t18-/m1/s1

SMILES: C=CC[C@H](C(=O)O)N=C(O)OCC1c2ccccc2c2ccccc12

Synonyms:

• Fmoc-(S)-2-Allylglycine
• (S)-N-FMOC-Allylglycine
• (S)-N-(9-Fluorenylmethoxycarbonyl)-2-amino-4-pentenoic acid
• (2S)-2-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}pent-4-enoic acid
• (2S)-2-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}pent-4-enoate
• (2R)-2-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}pent-4-enoic acid
• Fmoc-Gly(Allyl)-OH

2-Allyl-N-Fmoc-L-glycine, 95%

CAS: 146549-21-5

2-Allyl-N-Fmoc-L-glycine is potentially useful for solid phase peptide synthesis techniques. 2-Allyl-N-Fmoc-L-glycine compound could be useful as an unusual amino acid analog to aid in the deconvolution of protein structure and function. Reagent in the synthesis of a Dicarba-Analog of Octreotide. Th

Formula: C₂₀H₁₈NO₄

Purity: 95%

Color and Shape: Powder or crystals or crystalline powder, White

Molecular weight: 336.37

Ref: 02-H52177

Fmoc-α-allyl-Gly-OH

CAS: 146549-21-5

Allylglycine-containing peptides may be cleaved selectively at the amide bond between allylglycine and the subsequent amino acid with iodine. The lateral double bond allows selective modifications of a peptide e.g. via metathesis. Replacing cysteine residues by allylglycine allows to obtain carba-analogs of disulfide-bridged peptides. Educt for obtaining Fmoc-prenylglycine.

Formula: C₂₀H₁₉NO₄

Purity: 99.9%

Color and Shape: White Powder

Molecular weight: 337.38

Ref: 01-4074454

4-Pentenoic acid, 2-[[(9H-fluoren-9-ylmethoxy)carbonyl]amino]-, (2S)-

CAS: 146549-21-5

Formula: C₂₀H₁₉NO₄

Purity: 98%

Color and Shape: Solid

Molecular weight: 337.3692

Ref: IN-DA001E3Y

Fmoc-allyl-Gly-OH

CAS: 146549-21-5

Formula: C₂₀H₁₉NO₄

Molecular weight: 337.37

Ref: 7W-GM0385

L-2-Allylglycine, N-FMOC protected

CAS: 146549-21-5

L-2-Allylglycine, N-FMOC protected

Purity: 97%

Molecular weight: 337.36916g/mol

Ref: 54-OR14672

FMoc-L-Allylglycine

CAS: 146549-21-5

FMoc-L Allylglycine is a synthetic reactive molecule that binds to the P2Y receptor. It is active in the cell maturation process and stimulates receptor activity. FMoc-L-Allylglycine has been shown to have anticancer properties, as well as an effect on human serum and bovine fetal serum. The nitrogen atoms in FMoc-L-Allylglycine are capable of forming strong bonds with buffers and imprinting agents, which can be used to study biomolecules. The disulfide bond in FMoc-L-Allylglycine can be cleaved with reductive conditions, making it a useful tool for the synthesis of peptides.

Formula: C₂₀H₁₉NO₄

Purity: Min. 95%

Color and Shape: White Powder

Molecular weight: 337.37 g/mol

Ref: 3D-FF40125

Fmoc-allyl-L-glycine

CAS: 146549-21-5

M06090 - Fmoc-allyl-L-glycine

Formula: C₂₀H₁₉NO₄

Purity: 95%

Color and Shape: Solid, Crystalline Powder or Powder

Molecular weight: 337.375

Ref: 10-M06090

Fmoc-L-allylglycine

Controlled Product

CAS: 146549-21-5

Applications Fmoc-L-allylglycine is an intermediate used in the synthesis of biologically active molecules.
References Sbicca, L., et al.: Phys. Chem. Chem. Phys., 19, 18452 (2017); Namoto, K., et al.: Bioorg. Med. Chem. Lett., 28, 906 (2018)

Formula: C₂₀H₁₉NO₄

Color and Shape: Neat

Molecular weight: 337.37

Ref: TR-F603520