Fmoc-D-Cit-OH

Name: Fmoc-D-Cit-OH
Brand: ChemScene
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CAS No. 200344-33-8
Cat. No. CS-0144996
Purity≥97%
MDL No.MFCD00151942

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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 200344-33-8

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General Information

CAS No. 200344-33-8
Cat. No. CS-0144996
Purity ≥97%
MDL No. MFCD00151942
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₂₁H₂₃N₃O₅
Molecular Weight 397.42
Synonym(s) None
SMILES O=C(O)[C@@H](CCCNC(N)=O)NC(OCC1C2=C(C3=C1C=CC=C3)C=CC=C2)=O

Description

Fmoc-D-Cit-OH is a bench-stable, moisture-tolerant amino acid derivative featuring a D-configured citrulline moiety protected with a fluorenylmethyloxycarbonyl (Fmoc) group. This configuration enables efficient incorporation into peptide chains during solid-phase synthesis, particularly for applications requiring stereochemical control or metabolic stability in bioactive sequences.

Application

Fmoc-D-Cit-OH serves as a key building block in peptide synthesis, enabling the incorporation of D-arginine analogs with enhanced metabolic stability. The Fmoc group provides orthogonal protection for the α-amino function, allowing selective deprotection during solid-phase synthesis. The side-chain guanidine moiety remains intact and reactive, facilitating downstream conjugation or cyclization reactions. This derivative exhibits excellent bench stability and compatibility with standard coupling protocols, making it a reliable choice for constructing bioactive peptides and peptidomimetics.

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-P405-P501

Quality Control

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Computational Chemistry Data

TPSA 130.75
LogP 2.4268
H_Acceptors 4
H_Donors 4
Rotatable_Bonds 8

Other Classifications

Bioactive Molecules Peptides

Life Science Amino Acids and their Derivatives Non-protein amino acids

Building Blocks Functional Group Fmoc

Building Blocks Functional Group Urea

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-D-Cit-OH

CAS No. 200344-33-8

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