169396-92-3

Basic information

• Product Name: Glycine, N-[2-(3,4-dihydro-5-Methyl-2,4-dioxo-1(2H)-pyriMidinyl)acetyl]-N-[2-[[(9H-fluoren-9-ylMethoxy)carbonyl]aMino]ethyl]-
• Synonyms: Glycine, N-[2-(3,4-dihydro-5-Methyl-2,4-dioxo-1(2H)-pyriMidinyl)acetyl]-N-[2-[[(9H-fluoren-9-ylMethoxy)carbonyl]aMino]ethyl]-;{[2-(9H-Fluoren-9-ylMethoxycarbonylaMino)-ethyl]-[2-(5-Methyl-2,4-dioxo-3,4-dihydro-2H-pyriMidin-1-yl)-acetyl]-aMino}-acetic acid;Fmoc-PNA-T-OH;Fmoc-PNA-thymine-OH;N-(2-{[(9H-Fluoren-9-ylmethoxy)carbonyl]amino}ethyl)-N-[(5-methyl-2,4-dioxo-3,4-dihydro-1(2H)-pyrimidinyl)acetyl]glycine;N-[2-(3,4-Dihydro-5-methyl-2,4-dioxo-1(2H)-pyrimidinyl)acetyl]-N-[2-[[(9H-fluoren-9-ylmethoxy)carbonyl]amino]ethyl]glycine
• CAS NO: 169396-92-3
• Molecular Formula: C₂₆H₂₆N₄O₇
• Molecular Weight: 506.50724
• Mol File: 169396-92-3.mol

Chemical Properties

• Appearance: /
• Density: 1.368±0.06 g/cm3(Predicted)
• PKA: 3.33±0.10(Predicted)
• CAS DataBase Reference: Glycine, N-[2-(3,4-dihydro-5-Methyl-2,4-dioxo-1(2H)-pyriMidinyl)acetyl]-N-[2-[[(9H-fluoren-9-ylMethoxy)carbonyl]aMino]ethyl]-(CAS DataBase Reference)
• NIST Chemistry Reference: Glycine, N-[2-(3,4-dihydro-5-Methyl-2,4-dioxo-1(2H)-pyriMidinyl)acetyl]-N-[2-[[(9H-fluoren-9-ylMethoxy)carbonyl]aMino]ethyl]-(169396-92-3)
• EPA Substance Registry System: Glycine, N-[2-(3,4-dihydro-5-Methyl-2,4-dioxo-1(2H)-pyriMidinyl)acetyl]-N-[2-[[(9H-fluoren-9-ylMethoxy)carbonyl]aMino]ethyl]-(169396-92-3)

Safety Data

• Hazardous Substances Data: 169396-92-3(Hazardous Substances Data)

Usage

Uses

Used in Medicinal Chemistry:
Glycine, N-[2-(3,4-dihydro-5-Methyl-2,4-dioxo-1(2H)-pyriMidinyl)acetyl]-N-[2-[[(9H-fluoren-9-ylMethoxy)carbonyl]aMino]ethyl]is used as a building block in the synthesis of complex organic molecules for medicinal chemistry, due to its diverse functional groups that can be manipulated to create novel compounds with potential therapeutic effects.
Used in Drug Development:
In the pharmaceutical industry, this glycine derivative is used as a precursor or intermediate in the development of new drugs, leveraging its unique structural features to design molecules with specific biological activities or improved pharmacokinetic properties.
Used in Peptide Chemistry:
The presence of the fluorenyl group in Glycine, N-[2-(3,4-dihydro-5-Methyl-2,4-dioxo-1(2H)-pyriMidinyl)acetyl]-N-[2-[[(9H-fluoren-9-ylMethoxy)carbonyl]aMino]ethyl]makes it a candidate for use in peptide chemistry, particularly for the synthesis of protected peptides where the fluorenyl group can be selectively removed under mild conditions to reveal the free amino group.

Upstream product

• 172405-62-8 methyl N-[2-(fluorenylmethoxycarbonyl)aminoethyl]-N-[(thymine-1-yl)acetyl]glycinate 
• 82911-69-1 N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide 
• 139166-80-6 N-(2-t-butoxycarbonylaminoethyl)-N-(thymin-1-ylacetyl)glycine 
• 20924-05-4 thymidyl acetic acid 
• 172405-45-7 N-[2'-(N'-(9-fluorenylmethyloxycarbonyl)-amino)ethyl]glycine 
• 1378894-89-3 ethyl 2-((2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)ethyl)amino)acetate hydrochloride 
• 172405-44-6 2-((2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)ethyl)amino)acetic acid hydrochloride 
• 1378894-94-0 ethyl 2-(N-(2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)ethyl)-2-(5-methyl-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)acetamido)acetate 
• 169396-88-7 tert-butyl N-[2-(N-9-fluorenylmethoxycarbonyl)aminoethyl]glycinate hydrochloride 
• 102774-86-7 9-fluorenylmethyl N-succinimidyl carbonate 

Downstream Products

• 1227929-93-2 C₁₁₅H₁₅₀N₃₈O₄₀S 
• 681430-79-5 C₄₈H₅₂N₈O₁₃ 
• 681430-80-8 {[4-(2-{[2-(9H-fluoren-9-ylmethoxycarbonylamino)-ethyl]-[(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-acetyl]-amino}-acetylamino)-pyridin-3-ylmethyl]-[(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-acetyl]-amino}-acetic acid benzyl ester 

Relevant articles and documents

Peptide nucleic acid monomers: A convenient and efficient synthetic approach to Fmoc/Boc monomers

A convenient and cost-effective method for the synthesis of Fmoc/Boc-protected peptide nucleic acid monomers is described. The Fmoc/Boc strategy was developed in order to eliminate the solubility issues during peptide nucleic acid solid-phase synthesis, in particular that of the cytosine monomer, that occurred when using the commercialized Bhoc chemistry approach.

Construction of peptide conjugates with peptide nucleic acids containing an anthracene probe and their interactions with DNA

We designed and synthesized the peptide nucleic acid (PNA)-peptide conjugates having anthracene chromophores and investigated their interactions with calf thymus DNA, [d(AT)10]2, [d(GC)10]2, and [d(AT)10dA6]2. Considering the synthesis compatibility and expecting that a novel DNA analogue, PNA, can improve DNA binding properties of α-helix peptides, we attempted to attach thymine PNA oligomers at the C-terminus of a 14 amino acid α-helix peptide that contained a pair of artificial intercalators, anthracene, as a probe, and to examine their interactions with DNA using anthracene UV, fluorescence and circular dichroism properties. The results observed in this study showed that the designed peptide folded in an α-helix structure in the presence of calf thymus DNA, [d(AT)10]2, and [d(AT)10dA6]2 with the chromophores at the side-chain being fixed with a left-handed chiral-sense orientation. The α-helix and the anthracene signals were not observed for [d(GC)10]2. Incorporation of thymine PNA oligomers into the designed α-helix peptide increased the DNA binding ability to [d(AT)10dA6]2 with increasing the length of the PNA without changing the conformations of the peptide backbone and the anthracene side-chains.

Optimized Synthesis of Fmoc/Boc-Protected PNA Monomers and their Assembly into PNA Oligomers.

Continuous advancement of application of peptide nucleic acid (PNA) oligomers encouraged exploration of rapid and efficient synthesis of PNA monomers and oligomers. Among the PNA monomers developed, only a few are commonly used in automated PNA synthesis.

Expanding the scope and orthogonality of PNA synthesis

Peptide nucleic acids (PNAs) hybridize to natural oligonucleotides according to Watson and Crick base-pairing rules. The robustness of PNA oligomers and ease of synthesis have made them an attractive platform to encode small or macromolecules for microarr

Peptide nucleic acid based guanidinium compounds

Disclosed herein are transmembrane transporter compounds containing guanidinium groups to enhance transport of a polymer backbone across biomembranes. Therapeutic and other biologically active moieties may be attached to the compounds. The polymer backbone may include peptide nucleic acid monomer units.

Synthesis of polyamide nucleic acids (PNAs) using a novel Fmoc/Mmt protecting-group combination

The preparation of 9-Fluorenylmethoxycarbonyl(Fmoc) protected building blocks for the synthesis of polyamide nucleic acids (PNAs) is described. Use of 4-Methoxyphenyldiphenylmethyl (Mmt)-protecting groups for the exocyclic amino function of the nucleobase

Fmoc Mediated Synthesis of Peptide Nucleic Acids.

The syntheses of the Fmoc-protected Peptide Nucleic Acid (PNA) monomer pentafluorophenyl esters of adenine (26), cytosine (23), guanine (29) and thymine (20), and their oligomerization are described.The Fmoc PNA backbone 1 is prepared as a stable hydrochl