Chloroalanine
Chemical compound
From Wikipedia, the free encyclopedia
Chloroalanine (3-chloroalanine) is an unnatural amino acid with the formula ClCH2CH(NH2)CO2H. It is a white, water-soluble solid. The compound is usually derived from chlorination of serine. The compound is used in the synthesis of other amino acids by replacement of the chloride.[1] Protected forms of the related iodoalanine are also known.[2][3]
3-Chloro-L-alanine | |
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Other names
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3D model (JSmol) |
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PubChem CID |
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CompTox Dashboard (EPA) |
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| Properties | |
| C3H6ClNO2 | |
| Molar mass | 123.54 g·mol−1 |
| Appearance | White solid |
| Melting point | 166–167 °C (331–333 °F; 439–440 K) |
| Hazards | |
| GHS labelling: | |
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| H315, H319, H335 | |
| P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, P501 | |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Chemical properties
The hydrolysis of 3-chloro-D-alanine is catalyzed by the enzyme 3-chloro-D-alanine dehydrochlorinase:[4]
- ClCH2CH(NH2)CO2H + H2O →CH3C(O)CO2H + NH4Cl
