288617-76-5

Basic information

• Product Name: (R)-N-Fmoc-2-(2'-propylenyl)alanine
• Synonyms: (R)-N-(9-Fluorenylmethylcarbamate)-2-(2'-propylenyl)alanine;Fmoc-alpha-methyl-D-allylglycine;(2R)-2-[[(9H-Fluoren-9-ylmethoxy)carbonyl]amino]-2-methyl-4-pentenoic acid;(R)-N-Fmoc-alpha-allylalanine;Fmoc-alpha-allyl-D-alanine;FMoc-α-Me-D-Gly(Allyl)-OH;Fmoc-alpha-All-L-Ala-OH;(R)-N-Fmoc-2-(2'-propylenyl)alanine
• CAS NO: 288617-76-5
• Molecular Formula: C21H21NO4
• Molecular Weight: 351.4
• Product Categories: unnatural amino acids;α-Methyl Amino Acids
• Mol File: 288617-76-5.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 564.259 °C at 760 mmHg
• Flash Point: 295.054 °C
• Appearance: /
• Density: 1.224
• Storage Temp.: Inert atmosphere,Store in freezer, under -20°C
• PKA: 3.81±0.11(Predicted)
• CAS DataBase Reference: (R)-N-Fmoc-2-(2'-propylenyl)alanine(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-N-Fmoc-2-(2'-propylenyl)alanine(288617-76-5)
• EPA Substance Registry System: (R)-N-Fmoc-2-(2'-propylenyl)alanine(288617-76-5)

Safety Data

• Hazard Codes: N
• Statements: 50
• Safety Statements: 61
• TSCA: No
• Hazardous Substances Data: 288617-76-5(Hazardous Substances Data)

Usage

General Description

(R)-N-Fmoc-2-(2'-propylenyl)alanine is a unique chemical compound that is commonly used in the field of organic chemistry. It is a derivative of the amino acid alanine, with the addition of a propylene group at the 2' position. The compound is commonly used in the synthesis of peptides and proteins, as well as in the production of pharmaceuticals and biologically active compounds. It is also used in the field of drug discovery and development, as well as in the study of protein structure and function. The compound is known for its ability to introduce specific structural and chemical properties into peptides and proteins, making it a valuable tool in the field of chemical and biomedical research.

InChI:InChI=1S/C21H21NO4/c1-3-12-21(2,19(23)24)22-20(25)26-13-18-16-10-6-4-8-14(16)15-9-5-7-11-17(15)18/h3-11,18H,1,12-13H2,2H3,(H,22,25)(H,23,24)/t21-/m1/s1

Upstream product

• 84418-43-9 9-fluorenylmethyl carbamate 
• 82911-69-1 N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide 
• 96886-56-5 C^α-methyl-D-allylglycine 
• 96886-55-4 (S)-α-allylalanine 

Downstream Products

• 1445137-67-6 C₇₄H₁₁₀N₁₈O₁₄ 
• 71785-67-6 (R)-2-Amino-2-(2-propenyl)propionsaeure-methylester 

Relevant articles and documents

PEPTIDOMIMETIC INHIBITORS OF THE WDR5-MLL INTERACTION

The present disclosure provides compounds represented by Formula I: and the pharmaceutically acceptable salts and solvates thereof, wherein R1, R2, R3a, R3b, R4a, R4b, R5a, and R5b are as defined as set forth in the specification. The present disclosure also provides compounds of Formula I for use to treat a condition, disease, or disorder responsive to inhibition of the WDR5 interaction with its binding partners including, but not limited to, the WDR5-MLL protein-protein interaction.

Influence of α-methylation in constructing stapled peptides with olefin metathesis

Ring-closing metathesis is commonly utilized in peptide macro-cyclization. The influence of α-methylation of the amino acids bearing the olefin moieties has never been systematically studied. In this report, controlled reactions unambiguously indicate that α-methylation at the N-terminus of the metathesis sites is crucial for this reaction to occur. Also, we first elucidated that the E-isomers of stapled peptides are significantly more helical than the Z-isomers.

An all-hydrocarbon cross-linking system for enhancing the helicity and metabolic stability of peptides [8]

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