1161-13-3 | (2S)-2-{[(benzyloxy)carbonyl]amino}-3-phenylpropanoic acid

Packsize	Purity	Availability	Price	Discounted Price
5g	95%	in stock	$10.00	$7.00
25g	95%	in stock	$15.00	$11.00
100g	95%	in stock	$47.00	$33.00
500g	95%	in stock	$103.00	$72.00

Description

• Catalog Number: AB46732
• Chemical Name: (2S)-2-{[(benzyloxy)carbonyl]amino}-3-phenylpropanoic acid
• CAS Number: 1161-13-3
• Molecular Formula: C17H17NO4
• Molecular Weight: 299.32118
• MDL Number: MFCD00020418
• SMILES: O=C(N[C@H](C(=O)O)Cc1ccccc1)OCc1ccccc1

Computed Properties

• Complexity: 360
• Covalently-Bonded Unit Count: 1
• Defined Atom Stereocenter Count: 1
• Heavy Atom Count: 22
• Hydrogen Bond Acceptor Count: 4
• Hydrogen Bond Donor Count: 2
• Rotatable Bond Count: 7
• XLogP3: 2.1

Upstream Synthesis Route

N-Cbz-L-Phenylalanine, also known as N-Carbobenzyloxy-L-Phenylalanine, is a valuable amino acid derivative that plays a crucial role in chemical synthesis. This compound is commonly used as a versatile building block in the preparation of peptides, which are essential molecules in biological and pharmaceutical research.In chemical synthesis, N-Cbz-L-Phenylalanine serves as a key intermediate for the introduction of the Cbz (carbobenzyloxy) protecting group. This protecting group helps to shield the amino group of phenylalanine, allowing for selective reactions at other functional groups in the molecule. This controlled reactivity is essential for the stepwise assembly of peptides and complex organic molecules.By utilizing N-Cbz-L-Phenylalanine in peptide synthesis, chemists can precisely manipulate the sequence of amino acids to create customized peptides with specific biological activities. Additionally, the Cbz protecting group can be selectively removed under mild conditions, providing access to the free amino group for further modifications or structural elucidation.Overall, the strategic application of N-Cbz-L-Phenylalanine in chemical synthesis enables the efficient and precise construction of peptide-based molecules with diverse applications in drug discovery, biochemical research, and materials science.

Literature

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  Biochimica et biophysica acta 20120201

• Synthesis, characterization and antimicrobial activity of Co(II), Zn(II) and Cd(II) complexes with N-benzyloxycarbonyl-S-phenylalanine.

  European journal of medicinal chemistry 20090401

• Purification and characterization of cysteine protease from germinating cotyledons of horse gram.

  BMC biochemistry 20090101

• Enantioseparation on molecularly imprinted monoliths--preparation and adsorption isotherms.

  Analytica chimica acta 20070515

• Solid-phase peptide synthesis by ion-paired alpha-chymotrypsin in nonaqueous media.

  Biotechnology and bioengineering 20030330

• Anticoagulant activity of sulfonated polyrotaxanes as blood-compatible materials.

  Journal of biomedical materials research 20020401

• Synthesis of the marine natural product barbamide.

  Chemical communications (Cambridge, England) 20011007