Difference between revisions of "Glycine"
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| ExternalMSDS = [https://www.docdroid.net/BTM7PVh/glycine-sa.pdf Sigma-Aldrich] | | ExternalMSDS = [https://www.docdroid.net/BTM7PVh/glycine-sa.pdf Sigma-Aldrich] | ||
| FlashPt = 176.67 °C | | FlashPt = 176.67 °C | ||
| − | | LD50 = | + | | LD50 = 2,600 mg/kg (mouse, oral) |
| LC50 = | | LC50 = | ||
| MainHazards = | | MainHazards = | ||
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}} | }} | ||
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| − | '''Glycine''' (symbol '''Gly''' or '''G''') is the simplest amino acid, which has a single hydrogen atom as its side chain, having the formula '''NH<sub>2</sub>-CH<sub>2</sub>-COOH'''. It is one of the proteinogenic amino acids. | + | '''Glycine''' (symbol '''Gly''' or '''G''') is the simplest [[amino acid]], which has a single hydrogen atom as its side chain, having the formula '''NH<sub>2</sub>-CH<sub>2</sub>-COOH'''. It is one of the proteinogenic amino acids. |
Glycine is the only achiral proteinogenic amino acid. | Glycine is the only achiral proteinogenic amino acid. | ||
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==Properties== | ==Properties== | ||
===Chemical=== | ===Chemical=== | ||
| − | In aqueous solution, glycine itself is amphoteric: at low pH the molecule can be protonated with a pKa of about 2.4 and at high pH it loses a proton with a pKa of about 9.6. | + | In aqueous solution, glycine itself is amphoteric: at low pH the molecule can be protonated with a pKa of about 2.4 and at high pH it loses a proton with a pKa of about 9.6 and can therefore form salts both with acids and bases. |
===Physical=== | ===Physical=== | ||
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==Preparation== | ==Preparation== | ||
| − | Glycine is too cheap to make it yourself from precursors. | + | Glycine can be synthesized by amination of [[chloroacetic acid]] with [[ammonia]]. |
| + | |||
| + | Preparation of glycine unnecessary, as it is too cheap to make it yourself from precursors. | ||
==Projects== | ==Projects== | ||
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===Disposal=== | ===Disposal=== | ||
No special disposal is required. Discard it as you wish. | No special disposal is required. Discard it as you wish. | ||
| + | |||
| + | ==Gallery== | ||
| + | <gallery widths="200" position="center" columns="4" orientation="none"> | ||
| + | Potassium_glycinate.jpg|Potassium glycinate of unknown hydration | ||
| + | Sodium_glycinate.jpg|Sodium glycinate | ||
| + | Cis_copper_glycinate.jpg|Cis-bis(glycinato)copper(II) monohydrate | ||
| + | Trans_copper_glycinate.jpg|Trans-bis(glycinato)copper(II) monohydrate | ||
| + | </gallery> | ||
==References== | ==References== | ||
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[[Category:Carboxylic acids]] | [[Category:Carboxylic acids]] | ||
[[Category:Amino acids]] | [[Category:Amino acids]] | ||
| + | [[Category:Edible chemicals]] | ||
[[Category:Biologically-derived compounds]] | [[Category:Biologically-derived compounds]] | ||
[[Category:Solids]] | [[Category:Solids]] | ||
Latest revision as of 20:19, 5 January 2020
 Glycine on a watch glass
| |
| Names | |
|---|---|
| IUPAC name
Aminoethanoic acid
| |
| Preferred IUPAC name
Aminoethanoic acid | |
| Other names
2-Aminoacetic acid
Glycocoll | |
| Properties | |
| C2H5NO2 NH2-CH2-COOH | |
| Molar mass | 75.07 g/mol |
| Appearance | White solid |
| Odor | Odorless |
| Density | 1.60 g/cm3 |
| Melting point | 233–240 °C (451–464 °F; 506–513 K) (decomposition) |
| Boiling point | Decomposes |
| 24.99 g/100 ml (25 °C) 39.1 g/100 ml (50 °C) 54.4 g/100 ml (75 °C) 67.2 g/100 ml (100 °C)[1] | |
| Solubility | Soluble in pyridine Sparingly soluble in acetone, ethanol Insoluble in diethyl ether, hydrocarbons |
| Solubility in ethanol | 0.06 g/100 g |
| Vapor pressure | ~0 mmHg |
| Acidity (pKa) | 2.34 (carboxyl) 9.6 (amino) |
| Hazards | |
| Safety data sheet | Sigma-Aldrich |
| Flash point | 176.67 °C |
| Lethal dose or concentration (LD, LC): | |
| LD50 (Median dose)
|
2,600 mg/kg (mouse, oral) |
| Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). | |
| Infobox references | |
Glycine (symbol Gly or G) is the simplest amino acid, which has a single hydrogen atom as its side chain, having the formula NH2-CH2-COOH. It is one of the proteinogenic amino acids.
Glycine is the only achiral proteinogenic amino acid.
Contents
Properties
Chemical
In aqueous solution, glycine itself is amphoteric: at low pH the molecule can be protonated with a pKa of about 2.4 and at high pH it loses a proton with a pKa of about 9.6 and can therefore form salts both with acids and bases.
Physical
Glycine is an odorless while solid, soluble in water, with a sweet taste.
Availability
Glycine is sold by chemical suppliers. It can also be bought online.
Preparation
Glycine can be synthesized by amination of chloroacetic acid with ammonia.
Preparation of glycine unnecessary, as it is too cheap to make it yourself from precursors.
Projects
- Grow bacterial cultures
- Buffering agent
Handling
Safety
Glycine has low toxicity.
Storage
Glycine is best kept in closed bottles, away from moisture.
Disposal
No special disposal is required. Discard it as you wish.
Gallery
Potassium glycinate of unknown hydration
Sodium glycinate
Cis-bis(glycinato)copper(II) monohydrate
Trans-bis(glycinato)copper(II) monohydrate
References
- ↑ Budavari, S. (ed.). The Merck Index - An Encyclopedia of Chemicals, Drugs, and Biologicals. Whitehouse Station, NJ: Merck and Co., Inc., 1996., p. 765
