Fmoc-PNA-C(Bhoc)-OH

Name: Fmoc-PNA-C(Bhoc)-OH
Brand: ChemScene
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CAS No. 186046-81-1
Cat. No. CS-0621853
Purity≥90%
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 186046-81-1

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General Information

CAS No. 186046-81-1
Cat. No. CS-0621853
Purity ≥90%
MDL No. None
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₃₉H₃₅N₅O₈
Molecular Weight 701.72
Synonym(s) None
SMILES O=C(NC1=NC(N(CC(N(CC(O)=O)CCNC(OCC2C3=CC=CC=C3C4=CC=CC=C24)=O)=O)C=C1)=O)OC(C5=CC=CC=C5)C6=CC=CC=C6

Description

Fmoc-PNA-C(Bhoc)-OH is a protected nucleoside monomer designed for solid-phase synthesis of peptide nucleic acid (PNA) oligomers. The Fmoc group enables orthogonal deprotection under mild basic conditions, while the Bhoc-protected C-terminus ensures stability during coupling steps. This derivative facilitates efficient, high-yielding PNA chain elongation with minimal side reactions.

Application

Fmoc-PNA-C(Bhoc)-OH serves as a key building block for the synthesis of peptide nucleic acid (PNA) oligomers, enabling site-specific incorporation of C(Bhoc)-modified nucleobases. The Fmoc group provides orthogonal protection for the amine, while the Bhoc (benzyloxycarbonyl) moiety offers stable yet cleavable protection for the carboxylic acid, facilitating efficient solid-phase synthesis. This derivative exhibits excellent bench stability, compatibility with standard coupling conditions, and high functional group tolerance, making it ideal for constructing sequence-defined PNA constructs in medicinal chemistry and molecular recognition studies.

Safety Information

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GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H315-H319
Precautionary Statements : P264-P280-P302+P352-P305+P351+P338-P362+P364

Quality Control

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Computational Chemistry Data

TPSA 169.16
LogP 5.0333
H_Acceptors 9
H_Donors 3
Rotatable_Bonds 13

Other Classifications

Life Science Amino Acids and their Derivatives

Building Blocks Functional Group Fmoc

Building Blocks Functional Group Ester

Building Blocks Skeleton Aromatic heterocycle compounds Pyrimidine compounds

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Chemical Biology Pharmaceutical Development and Drug Discovery Research Nucleic Acid Chemistry Peptide Nucleic Acid (PNA) Monomers

Chemical Biology Pharmaceutical Development and Drug Discovery Research Peptide Chemistry Amino Acid Derivatives

Chemical Biology Pharmaceutical Development and Drug Discovery Research Peptide Chemistry Unnatural Amino Acid Derivatives

Chemical Biology Pharmaceutical Development and Drug Discovery Research Reagents Nucleic Acid Chemistry Peptide Nucleic Acid (PNA) Monomers

Chemical Biology Pharmaceutical Development and Drug Discovery Research Reagents Peptide Chemistry Amino Acid Derivatives

Chemical Biology Pharmaceutical Development and Drug Discovery Research Reagents Peptide Chemistry Unnatural Amino Acid Derivatives

Chemical Biology Peptide Chemistry Amine Protection

Chemical Biology Peptide Chemistry Amino Acid Derivatives

Biochemistry Biochemicals and Reagents Amino Acids N-Protected Amino Acids

Key Words

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Fmoc-PNA-C(Bhoc)-OH

CAS No. 186046-81-1

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