L-Proline
Proline (abbreviated as Pro or P; encoded by the codons CCU, CCC, CCA, and CCG) is an ɑ-amino acid that is used in the biosynthesis of proteins. It contains an α-amino group (which is in the protonated -+NH3 form under biological conditions), an α-carboxylic acid group (which is in the deprotonated –COO- form under biological conditions), and a side chain pyrrolidine, classifying it as a nonpolar(at physiological pH), aliphatic amino acid. It is non-essential in humans, meaning the body can synthesize it from the essential amino acid glutamine.
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Product Description
| IUPAC name
Proline
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| Systematic IUPAC name
Pyrrolidine-2-carboxylic acid[1]
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CAS Number
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609-36-9 344-25-2 (R) 147-85-3 (S) |
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Beilstein Reference
|
80812 |
| ChEBI | CHEBI:26271 |
| ChEMBL | ChEMBL72275 |
| ChemSpider | 594 8640 (R) 128566 (S) |
| DrugBank | DB00172 |
| EC Number | 210-189-3 |
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Gmelin Reference
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26927 |
| Jmol interactive 3D | Image Image |
| KEGG | C16435 |
| MeSH | Proline |
| PubChem | 614 8988 (R) 145742 (S) |
| RTECS number | TW3584000 |
| UNII | DCS9E77JPQ |
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InChI[show]
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SMILES[show]
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Chemical formula
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C5H9NO2 |
| Molar mass | 115.13 g·mol−1 |
| Appearance | Transparent crystals |
| Melting point | 205 to 228 °C (401 to 442 °F; 478 to 501 K) (decomposes) |
| Solubility | 1.5g/100g ethanol 19 degC[2] |
| log P | -0.06 |
| Acidity (pKa) | 1.99 (carboxyl), 10.96 (amino)[3] |
| Safety data sheet | See: data page |
| S-phrases | S22, S24/25 |
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Structure and
properties |
Refractive index (n), Dielectric constant (εr), etc. |
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Thermodynamic
data |
Phase behaviour solid–liquid–gas |
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Spectral data
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UV, IR, NMR, MS |
