Fmoc-L-b-methylisoleucine

Name: Fmoc-L-b-methylisoleucine
Brand: ChemScene
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CAS No. 1227750-73-3
Cat. No. CS-0096696
Purity≥97%
MDL No.None

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
Inaccessible (Haz class 6.1 or 9), Domestic	$68.00+
Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
Inaccessible (Haz class 6.1 or 9), International	$108.00+
Accessible (Haz class 3, 4, 5 or 8), International	$238.00+

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Structure of 1227750-73-3

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General Information

CAS No. 1227750-73-3
Cat. No. CS-0096696
Purity ≥97%
MDL No. None
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₂₂H₂₅NO₄
Molecular Weight 367.44
Synonym(s) None
SMILES CCC(C)(C)[C@@H](C(O)=O)NC(OCC1C2=C(C3=C1C=CC=C3)C=CC=C2)=O

Description

Fmoc-L-β-methylisoleucine integrates a sterically hindered β-methyl group into a robust Fmoc-protected amino acid scaffold. This structural modification enhances conformational rigidity and resistance to racemization during peptide synthesis, enabling efficient incorporation into challenging sequences. The Fmoc moiety supports orthogonal deprotection protocols, streamlining solid-phase workflows.

Application

Fmoc-L-β-methylisoleucine serves as a valuable building block in peptide synthesis, offering enhanced conformational rigidity and metabolic stability. The Fmoc group enables efficient orthogonal protection, while the β-methyl substitution imparts steric hindrance that reduces racemization during coupling. This residue facilitates the incorporation of non-natural hydrophobic motifs into bioactive peptides, supporting structural diversity in medicinal chemistry campaigns.

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-P405-P501

Quality Control

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Computational Chemistry Data

TPSA 75.63
LogP 4.4145
H_Acceptors 3
H_Donors 2
Rotatable_Bonds 6

Other Classifications

Life Science Amino Acids and their Derivatives Isoleucine and derivatives

Building Blocks Functional Group Fmoc

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Chemical Biology Peptide Chemistry Amine Protection

Chemical Biology Peptide Chemistry Unnatural Amino Acid Derivatives

Key Words

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Fmoc-L-b-methylisoleucine

CAS No. 1227750-73-3

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