CAS 251316-98-0

N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-L-alloisoleucine

Description:

N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-L-alloisoleucine, commonly referred to as Fmoc-L-alloisoleucine, is a derivative of the amino acid alloisoleucine, modified with a fluorenylmethoxycarbonyl (Fmoc) protecting group. This compound is primarily utilized in peptide synthesis as a protective group for the amino functionality, allowing for selective reactions without interference from the amine. The Fmoc group is known for its stability under basic conditions and can be removed under mild acidic conditions, making it advantageous for sequential peptide synthesis. The structure of Fmoc-L-alloisoleucine includes a bulky fluorenyl group, which contributes to its steric properties and can influence the conformation of peptides during synthesis. Additionally, the presence of the alloisoleucine side chain, which is an isomer of isoleucine, imparts unique characteristics to the resulting peptides, potentially affecting their biological activity and interactions. Overall, this compound is significant in the field of organic chemistry and biochemistry, particularly in the development of peptide-based therapeutics.

Formula: C₂₁H₂₃NO₄

InChI: InChI=1S/C21H23NO4/c1-3-13(2)19(20(23)24)22-21(25)26-12-18-16-10-6-4-8-14(16)15-9-5-7-11-17(15)18/h4-11,13,18-19H,3,12H2,1-2H3,(H,22,25)(H,23,24)/t13-,19+/m1/s1

InChI key: InChIKey=QXVFEIPAZSXRGM-YJYMSZOUSA-N

SMILES: C(OC(N[C@@H]([C@@H](CC)C)C(O)=O)=O)C1C=2C(C=3C1=CC=CC3)=CC=CC2

Synonyms:

• (2S,3R)-2-(9H-Fluoren-9-ylmethoxycarboylamino)-3-methylpentanoic acid
• <span class="text-smallcaps">L</span>-Alloisoleucine, N-[(9H-fluoren-9-ylmethoxy)carbonyl]-
• Fmoc-<span class="text-smallcaps">L</span>-allo-Ile-OH
• Fmoc-L-alloisoleucine
• N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-<span class="text-smallcaps">L</span>-alloisoleucine
• N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-L-alloisoleucine
• L-Alloisoleucine, N-[(9H-fluoren-9-ylmethoxy)carbonyl]-
• Fmoc-L-allo-Ile-OH

Fmoc-allo-Ile-OH

CAS: 251316-98-0

Bachem ID: 4026721.

Formula: C₂₁H₂₃NO₄

Purity: 99.8%

Color and Shape: White Powder

Molecular weight: 353.42

Ref: 01-4026721

L-Alloisoleucine, N-[(9H-fluoren-9-ylmethoxy)carbonyl]-

CAS: 251316-98-0

Formula: C₂₁H₂₃NO₄

Purity: 98%

Color and Shape: Solid

Molecular weight: 353.4116

Ref: IN-DA002QL2

Fmoc-allo-Ile-OH

CAS: 251316-98-0

Fmoc-allo-Ile-OH

Purity: 98%

Molecular weight: 353.41g/mol

Ref: 54-OR36495

(2S,3R)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-3-methylpentanoic acid

CAS: 251316-98-0

Formula: C₂₁H₂₃NO₄

Purity: 98%

Color and Shape: Solid, White powder

Molecular weight: 353.418

Ref: 10-F236138

Fmoc-allo-ile-oh

Controlled Product

CAS: 251316-98-0

Applications Fmoc-allo-ile-oh is used in preparation of Cyclic peptide antibiotics.
References Castanedo, G., et al.: PCT Int. Appl., (2019);

Formula: C₂₁H₂₃NO₄

Color and Shape: Neat

Molecular weight: 353.41

Ref: TR-F594955