Fmoc-Arg(NO2)-OH

Name: Fmoc-Arg(NO2)-OH
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CAS No. 58111-94-7
Cat. No. CS-0100614
Purity≥96%
MDL No.MFCD00065617

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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+
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General Information

CAS No. 58111-94-7
Cat. No. CS-0100614
Purity ≥96%
MDL No. MFCD00065617
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₂₁H₂₃N₅O₆
Molecular Weight 441.44
Synonym(s) N(alpha)-fmoc-N(omega)-nitro-L-arginine
SMILES O=C(O)[C@H](CCCNC(N[N+]([O-])=O)=N)NC(OCC1C2=C(C3=C1C=CC=C3)C=CC=C2)=O

Description

Fmoc-Arg(NO2)-OH is a protected arginine derivative featuring a nitro group at the guanidino position, enabling selective functionalization in peptide synthesis. This electron-deficient variant enhances reactivity during coupling steps while maintaining stability under standard bench conditions. The Fmoc group ensures orthogonal protection for N-terminal control.

Application

Fmoc-Arg(NO₂)-OH serves as a key building block in solid-phase peptide synthesis, enabling the incorporation of arginine residues with a nitro-protected guanidine group. The Fmoc group provides orthogonal protection for the α-amino function, while the NO₂-modified side chain allows for selective deprotection and downstream functionalization. This derivative exhibits excellent bench stability, compatibility with standard coupling conditions, and facilitates efficient purification, making it ideal for synthesizing complex peptides requiring precise side-chain manipulation.

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-P280-P302+P352

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Computational Chemistry Data

TPSA 166.68
LogP 2.06417
H_Acceptors 6
H_Donors 5
Rotatable_Bonds 9

Other Classifications

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Life Science Amino Acids and their Derivatives Arginine and derivatives

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Fmoc-Arg(NO2)-OH

CAS No. 58111-94-7

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