Boc glycine CASNO:4530-20-5
Boc-glycine (CAS 4530-20-5), often abbreviated as Boc-Gly-OH, is an N-protected amino acid derivative extensively used in peptide synthesis and biochemical research. The tert-butyloxycarbonyl (Boc) group acts as a protective shield for the amino group, allowing for selective peptide bond formation.
- Chemical Properties (CAS 4530-20-5)
- Formula: 𝐶7𝐻13𝑁𝑂4
- Molecular Weight: 175.18 g/mol
- Appearance: White to almost white powder or crystal
- Melting Point: 86–89 °C
- Solubility: Soluble in organic solvents (e.g., dichloromethane, methanol), and alkali solution; insoluble in water
- Stability: Stable under normal temperatures; deprotected under mild acidic conditions
- Structure: (𝐶𝐻3)3𝐶𝑂𝐶𝑂𝑁𝐻𝐶𝐻2𝐶𝑂2𝐻
Synonyms
N-(tert-Butoxycarbonyl)glycine
N-Boc-glycine
Boc-Gly-OH
(tert-Butoxycarbonyl)aminoacetic acid
N-tert-Butyloxycarbonylglycine
2-[(2-Methylpropan-2-yl)oxycarbonylamino]acetic acid
NSC 127669
Uses and Applications
Boc-glycine is primarily used as a key building block in chemical synthesis:
- Peptide Synthesis: Used as a protected amino acid in solid-phase peptide synthesis (SPPS) and liquid-phase synthesis for introducing glycine residues.
- Pharmaceutical Intermediate: Utilized in the composition of drugs, including anti-inflammatory agents containing ketoprofen and sodium hyaluronate.
- Biochemical Research: Employed for the synthesis of tripeptides (e.g., H-Gly-Pro-Glu-OH), which are analogs of neuroprotective drugs.
- Chemical Reactions: Acts as a promoter for the allylation of hydrazones and isatin.
- HIV Inhibitor Studies: Research indicates potential application in HIV research due to its ability to bind to CD4 and gp120 proteins.
- HPLC Reference: Used as a reference compound in high-performance liquid chromatography.
- Safety Information
- Hazard Statements: Irritating to eyes, respiratory system, and skin.
- Combustibility: Combustible solid that burns, but propagates flame with difficulty. It can form explosive mixtures with air when finely divided.
- Storage: Keep in a dark, dry, and sealed place at room temperature.