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| CAS No.: | 312-84-5 |
|---|---|
| Name: | D-Serine |
| Article Data: | 87 |
| Molecular Structure: | |
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| Formula: | C3H7NO3 |
| Molecular Weight: | 215.129 |
| Synonyms: | Serine D-form;(2R)-2-amino-3-hydroxypropanoic acid;Serine, D-;D-Serin;(R)-2-amino-3-hydroxypropanoic acid;D-2-Amino-3-hydroxypropanoic acid;D-(+)-Serine;H-D-Ser-OH;D-Serine 99% min.; |
| EINECS: | 206-229-4 |
| Density: | 1.415 g/cm3 |
| Melting Point: | 220 °C |
| Boiling Point: | 394.8 °C at 760 mmHg |
| Flash Point: | 192.6 °C |
| Solubility: | water: 346 g/L (20 °C) |
| Appearance: | white powder |
| Hazard Symbols: |
 Xi
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| Risk Codes: | 36/37/38 |
| Safety: | 24/25-36-26 |
| PSA: | 83.55000 |
| LogP: | -0.90910 |
(R)-3-Hydroxy-2-((R)-2-methoxy-1-phenyl-ethylamino)-propionic acid tert-butyl ester
D-Serine
| Conditions | Yield |
|---|---|
| With hydrogen; palladium dihydroxide In ethanol; water | 100% |
(2R)-1-tritylaziridine-2-carboxylic acid methyl ester
D-Serine
| Conditions | Yield |
|---|---|
| With perchloric acid for 30h; Heating; | 97% |
| Conditions | Yield |
|---|---|
| With pyridoxal 5'-phosphate; D-threonine aldolase (DTA) P3005; magnesium chloride In water at 30℃; for 24h; pH=7.3; pH-value; Concentration; Temperature; Large scale; Enzymatic reaction; | 97% |
| With pyridoxal 5'-phosphate; D-threonine aldolase from Arthrobacter sp ATCC at 30℃; for 16h; pH=7; Reagent/catalyst; Temperature; pH-value; Enzymatic reaction; enantioselective reaction; | 84% |
| Stage #1: glycine With (S)-N-(2-benzoylphenyl)-1-(2-chlorobenzyl)pyrrolidine-2-carboxamide; sodium methylate; nickel(II) nitrate In methanol at 50℃; Stage #2: formaldehyd With sodium methylate In methanol at 20℃; optical yield given as %ee; enantioselective reaction; Further stages; |
| Conditions | Yield |
|---|---|
| With isopropylamine In aq. buffer for 20h; pH=7.0; Enzymatic reaction; | 95% |
| With (R)-selective ω-transaminase from arthrobacter sp.; isopropylamine In aq. phosphate buffer at 37℃; for 2h; pH=7; Reagent/catalyst; Enzymatic reaction; | n/a |
D-Serine
| Conditions | Yield |
|---|---|
| With ammonia; lithium In tetrahydrofuran; tert-butyl alcohol at -78℃; for 0.5h; | 94% |
(R)-3-Benzyloxy-2-((R)-2-oxo-4-phenyl-oxazolidin-3-yl)-propionic acid
D-Serine
| Conditions | Yield |
|---|---|
| With ammonia; lithium In tetrahydrofuran; tert-butyl alcohol at -78℃; for 0.5h; Birch reduction; | 94% |
(R)-2-acetamido-3-hydroxypropanoic acid
D-Serine
| Conditions | Yield |
|---|---|
| With hydrogenchloride In methanol | 85% |
| With Agrobacterium tumefaciens C58 recombinant Atu3266 protein; water at 30℃; for 15h; pH=7.6; Enzymatic reaction; |
D-Serine
| Conditions | Yield |
|---|---|
| Stage #1: C15H15N3*C10H9Cl2NO4 With hydrogenchloride In acetonitrile at 20℃; for 1h; Stage #2: With triethylamine In ethanol; dichloromethane at 20℃; for 1h; | 85% |
(1'S,5R)-1-(benzyloxycarbonyl)-3-(1'-phenyleth-1'-yl)-5-(hydroxymethyl)imidazolidin-4-one
D-Serine
| Conditions | Yield |
|---|---|
| With hydrogenchloride In methanol for 24h; Heating; | 65% |
D-Serine
| Conditions | Yield |
|---|---|
| With perchloric acid at 80℃; for 0.5h; | 65% |
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The D-Serine, with the cas register number 312-84-5, has other names as d-(+)-serine; d-serine; d-2-amino-3-hydroxypropionic acid; d-2-amino-3-hydroxypropanoic acid; d-beta-hydroxyalanine; h-d-ser-oh; 2-amino-3-hydroxypropanoic acid; (r)-2-amino-3-hydroxypropionic acid.
The physical characteristics of this chemical could be summarized as: (1)ACD/LogP: -1.58; (2)ACD/LogD (pH 5.5): -4.08; (3)ACD/LogD (pH 7.4): -4.08; (4)ACD/BCF (pH 5.5): 1; (5)ACD/BCF (pH 7.4): 1; (6)ACD/KOC (pH 5.5): 1; (7)ACD/KOC (pH 7.4): 1; (8)#H bond acceptors: 4; (9)#H bond donors: 4; (10)#Freely Rotating Bonds: 4; (11)Polar Surface Area: 38.77; (12)Index of Refraction: 1.519; (13)Molar Refractivity: 22.54 cm3; (14)Molar Volume: 74.2 cm3; (15)Polarizability: 8.93 ×10-24 cm3; (16)Surface Tension: 72.2 dyne/cm; (17)Density: 1.415 g/cm3; (18)Flash Point: 192.6 °C; (19)Enthalpy of Vaporization: 74.56 kJ/mol; (20)Boiling Point: 394.8 °C at 760 mmHg; (21)Vapour Pressure: 7.17E-08 mmHg at 25°C.
This is a kind of white powder, and its water solubility is 346 g/L (20 ºC). Being among the irritant chemicals, it is irritating to eyes, respiratory system and skin, and it may cause inflammation to the skin or other mucous membranes. So while dealing with this chemical, you should be very cautious and had better take the following instructions. The first important thing is to wear suitable protective clothing. And avoid contact with skin and eyes, if in case of contacting with eyes, rinse immediately with plenty of water and seek medical advice. And you could also convert to the WGK Germany 3 to get more safety information.
When comes to its usage, it is widely applied in many ways. It could be used in curing inflammatory disease, such as temple arteritis and multiple rheumatic disease; Then it could also be used in biochemical study, preparation in TCM Tissue Culture Medium, Amino Acids-like nutriceutical in medicine; Besides, it could also be as the pharmaceutic intermediate and chemical reagents.
As to its product categories, there are various, including amino acid derivatives; serine [ser, s]; amino acids and derivatives; alpha-amino acids; amino acids; biochemistry; amino acids; glutamate receptor; glutamate; while its raw materials are chloroacetyl chloride, 2-n-butoxyethyl methacrylate, dl-serine, and aminoacylase.
The simple way to produce this chemical is below: DL-serine reacts with chloroacetic chloride in alkaling conndition and then go through a list of process of decompressing, drying by distillation, extracting by ethyl acetate, and then have the activated carbontreatment and splitting of acylaseI, finally, you could get this chemical.
In addition, you could refer to the following information to obtain the molecular structure:
SMILES:O=C(O)[C@H](N)CO
InChI:InChI=1/C3H7NO3/c4-2(1-5)3(6)7/h2,5H,1,4H2,(H,6,7)/t2-/m1/s1
InChIKey:MTCFGRXMJLQNBG-UWTATZPHBH
