56-41-7

Basic information

• Product Name: L-alpha-Alanine
• Synonyms: L-.alpha.-Alanine;alpha-Alanine;Alanine (USP);2-Aminopropanoic acid, L-;L-alpha-alanine;Propanoic acid, 2-amino-, (S);L-2-Aminopropionsaeure;(S)-alpha-Aminopropionsaeure;L- Alanine;L-2-Aminopropionic acid;L-Alanine (JAN);Propanoic acid, 2-amino-;Alanine, L-;2-aminopropanoic acid;L(+)-Alanine;(2S)-2-azaniumylpropanoate;L-Alanin;2-Aminopropionic acid;.alpha.-Alanine;Alanine, L- (7CI,8CI);L-Alanine (9CI);(S)-alanine;Ala;H-Ala-OH;(s)-2-Amino propionic acid;L-Alanine (L-Ala);L - Alanine
• CAS NO: 56-41-7
• Molecular Formula: C3H7NO2
• Molecular Weight: 89.09318
• EINECS: 200-273-8
• Mol File: 56-41-7.mol
• Article Data: 382

Chemical Properties

• Melting Point: 314-316℃
• Boiling Point: 212.9 °C at 760 mmHg
• Flash Point: 82.6 °C
• Appearance: White crystalline powder
• Density: 1.161 g/cm³
• PKA: 2.31±0.10(Predicted)
• Water Solubility: 166.5 g/L (25℃)
• CAS DataBase Reference: L-alpha-Alanine(CAS DataBase Reference)
• NIST Chemistry Reference: L-alpha-Alanine(56-41-7)
• EPA Substance Registry System: L-alpha-Alanine(56-41-7)

Safety Data

• Safety Statements: S24/25:
• Hazardous Substances Data: 56-41-7(Hazardous Substances Data)

Usage

General Description

L-alpha-Alanine, also known simply as alanine, is a naturally occurring non-essential amino acid that is crucial for the synthesis of proteins in the body. It is found in a variety of foods such as meat, dairy products, and eggs, and can also be produced by the body. L-alpha-alanine is an important component of muscle tissue and plays a role in regulating blood sugar levels. It is also involved in the production of energy and is a precursor for the synthesis of neurotransmitters. Additionally, L-alpha-alanine has been studied for its potential role in promoting physical and mental well-being, as well as its potential to improve athletic performance and reduce muscle fatigue. Overall, L-alpha-alanine is an essential compound for various physiological functions in the body.

InChI:InChI=1/C3H7NO2/c1-2(4)3(5)6/h2H,4H2,1H3,(H,5,6)/t2-/m0/s1

Synthetic route

N-carbamoyl-DL-alanine (77340-50-2) → L-alanin (56-41-7)

Conditions	Yield
With NH4Cl-NH4OH buffer pH 8.5; nickel dichloride at 60℃; for 24h; N-carbamyl-L-amino acid aminohydrolase;	100%
With sodium phosphate buffer; N-carmamyl-L-amino acid aminohydrolase of Pseudomonas sp. strain NS671; water; manganese(II) at 30℃; for 0.5h; Product distribution;	18.1 mmol

L-N-Boc-Ala (15761-38-3) → L-alanin (56-41-7)

Conditions	Yield
With water at 170℃; for 0.05h; Microwave irradiation;	100%
With water at 150℃; for 2h; Subcritical conditions;	100%
With tetradecyl(trihexyl)phosphonium bistriflamide; trifluoroacetic acid at 130℃; for 0.116667h; Ionic liquid;	98%

sodium pyruvate (113-24-6) → L-alanin (56-41-7)

Conditions	Yield
With sodium formate; ammonium chloride; NADH In aq. phosphate buffer at 25℃; for 6h; pH=8.0; Kinetics; Reagent/catalyst; Green chemistry; Enzymatic reaction;	100%
With zinc(II) perchlorate; (R)-15-amino-methyl-14-hydroxy-5,5-dimethyl-2,8-dithia<9>(2,5)pyridinophane In methanol for 24h; Ambient temperature;	72%

Proc-Ala-OH (220930-89-2) → L-alanin (56-41-7)

Conditions	Yield
With resin bound tetrathiomolybdate In methanol at 28℃; for 1.5h; ultrasonic bath;	100%

sodium L-alaninate (16480-55-0, 18463-04-2, 23338-69-4, 32342-58-8) → L-alanin (56-41-7)

Conditions	Yield
With hydrogenchloride pH=6.5; pH-value;	100%

(S)-N-(tert-butoxycarbonyl)alanine methyl ester (28875-17-4) → L-alanin (56-41-7)

Conditions	Yield
With water at 100℃; for 4h;	99%

(S)-2-[(2,3,4,5,6-pentafluorophenoxy)phenoxyphosphorylamino]propionic acid isopropyl ester (1256490-52-4) → L-alanin (56-41-7) + 2,3,4,5,6-pentafluorophenol (771-61-9) + phenol (108-95-2)

Conditions	Yield
With sodium hydroxide In methanol; water at 25 - 60℃; for 4h; Reagent/catalyst; Temperature; Solvent;	A 94.2% B 95.7% C 98.2%

(2S,5S)-N-<(S)-N-bis(methylthio)methylenealanyl>-2,5-bis(methoxymethoxymethyl)pyrrolidine (108437-91-8) → L-alanin (56-41-7)

Conditions	Yield
With hydrogenchloride for 4h; Heating;	97%

L-Cysteine (52-90-4) → L-alanin (56-41-7)

Conditions	Yield
With [4,4’-bis(1,1-dimethylethyl)-2,2’-bipyridine-N1,N1‘]bis [3,5-difluoro-2-[5-(trifluoromethyl)-2-pyridinyl-N]phenyl-C]iridium(III) hexafluorophosphate; triethyl phosphite In aq. phosphate buffer; acetonitrile at 20℃; for 0.5h; pH=6.5; Catalytic behavior; Solvent; Reagent/catalyst; Irradiation;	96%
With tris(2,2'-bipyridyl)ruthenium dichloride; trisodium tris(3-sulfophenyl)phosphine In water at 20℃; for 16h; Inert atmosphere; Irradiation;	84%
With triethyl borane; triethyl phosphite 1.) THF, CH3CN, RT, 90 min, 2.) THF, CH3CN, RT, irradiation, 6.5 h; Multistep reaction;
With nickel In water at 60℃; for 0.5h; Product distribution; desulfurization;

rac-Ala-OH (302-72-7) → L-alanin (56-41-7)

Conditions	Yield
In water at 37℃; for 10h; NADH, ammonium chloride, sodium formate, D-amino acid oxidase, catalase, leucine dehydrogenase, formate dehydrogenase, Tris-HCl buffer, pH 8.5;	95%
optische Spaltung;
With D-amino acid oxide ase-substance

N-Cbz-Ala (1142-20-7) → L-alanin (56-41-7)

Conditions	Yield
With hydrogen; K3[Co(CN)5] In methanol at 20℃; for 3h;	94%
With hydrogen; hydroxyapatite-bound Pd In methanol at 40℃; under 760 Torr; for 1.5h; Product distribution; Further Variations:; Catalysts;	92%
at 35℃; for 0.0833333h; Rate constant; pH 6.0; amino acid urethane hydrolase from Streptococcus faecalis;

Boc-Ala-Merrifield resin → L-alanin (56-41-7)

Conditions	Yield
With dimethyl ether-poly(hydrogen fluoride) at 0℃; for 1h;	94%

H-Ala-OBzl (17831-01-5) → L-alanin (56-41-7)

Conditions	Yield
With hydrogen; K3[Co(CN)5] In methanol at 20℃; for 3h;	92%
at 25℃; for 0.833333h; enzyme alcalase from Bacillus licheniforms; pH 8.2;
With E. coli BL21 Star (DE3) S30 extract In aq. buffer at 37℃; for 6h; pH=7.5;

C3H7NO2*H3N*ClH → L-alanin (56-41-7)

Conditions	Yield
With ruthenium nanoparticles dispersed in a polyvinylpyrrolidone matrix; amberlyst A-21 In methanol; dichloromethane	92%

hexan-1-amine (111-26-2) + (S)-2-(3,5-Dinitro-4-oxo-4H-pyridin-1-yl)-propionic acid (78641-65-3) → L-alanin (56-41-7) + 1-hexyl-3,5-dinitro-4-pyridone (74197-48-1)

Conditions	Yield
In pyridine for 1.5h; Product distribution;	A 91.7% B n/a

2-oxo-propionic acid (127-17-3) → L-alanin (56-41-7) + D-Alanine (338-69-2)

Conditions	Yield
With CC10H14NOSCH2CH2CH3N(CH3)2 (5); zinc diacetate In methanol at 30℃; Product distribution; pH 4.00; other reagents;	A 9% B 91%
With 5-((3-(dimethylamino)propyl)thio)-4-(aminomethyl)-3-hydroxyl-5,6,7,8-tetraquinoline In methanol at 30℃; Product distribution; stereoselective transamination at pH=4.00, various reagents and pH;	A 7 % Chromat. B 93 % Chromat.
With ethylenediaminetetraacetic acid; D-(R)-phenylalanine at 20℃; for 24h; pH=8; Product distribution; Further Variations:; Reagents; transamination;

(3S,5S)-3-Methyl-5-phenyl-morpholin-2-one → L-alanin (56-41-7)

Conditions	Yield
With hydrogen; trifluoroacetic acid; palladium dihydroxide In methanol; water under 3750.3 Torr; for 24h;	91%

L-cystine (56-89-3) → L-alanin (56-41-7)

Conditions	Yield
With triethyl borane; tributylphosphine; sodium hydrogencarbonate; triethyl phosphite In propan-1-ol for 36h; Ambient temperature; Irradiation;	90%
With tris(2-carboxyethyl)phosphine; [4,4’-bis(1,1-dimethylethyl)-2,2’-bipyridine-N1,N1‘]bis [3,5-difluoro-2-[5-(trifluoromethyl)-2-pyridinyl-N]phenyl-C]iridium(III) hexafluorophosphate In aq. phosphate buffer; acetonitrile at 37℃; for 1h; pH=6.5; Temperature; Inert atmosphere; Schlenk technique; Sealed tube;	85%
With water; nickel at 45℃;
With nickel In water at 60℃; for 0.5h; Product distribution; desulfurization;

(3S,6S)-1,4-N,N-((S)-1-phenyleth-1-yl)-3,6-dimethylpiperazine-2,5-dione (143746-60-5) → L-alanin (56-41-7)

Conditions	Yield
With hydrogen iodide for 1h; Heating;	90%

C13H19BN2O2 → L-alanin (56-41-7)

Conditions	Yield
With acetic acid Hydrolysis;	90%

L-cystine dimethyl ester (1069-29-0) → L-alanin (56-41-7)

Conditions	Yield
With triethyl borane; tributylphosphine; sodium hydrogencarbonate; triethyl phosphite In propan-1-ol for 36h; Ambient temperature; Irradiation;	88%

(S)-2-<(R)-2-hydroxy-1-phenylethylamino>propanoic acid (145058-00-0) → L-alanin (56-41-7)

Conditions	Yield
With formic acid; palladium In methanol; water for 168h; Ambient temperature;	86%

(2S,4'S)-2-(2'-oxo-4'-phenyloxazolidin-3'-yl)propanoic acid → L-alanin (56-41-7)

Conditions	Yield
With ammonia; lithium In tetrahydrofuran; tert-butyl alcohol at -70℃; for 0.0833333h; Elimination; Birch-Evans method;	84%

(1S)-1-(furan-2-yl)ethanamine (27948-38-5) → L-alanin (56-41-7)

Conditions	Yield
With ozone In methanol at -78℃; for 0.25h;	82%

p-methoxybenzyloxycarbonyl-Phe-OMe (97985-98-3) + α-alanine propyl ester → L-alanin (56-41-7) + Moz-Phe-D-Ala-O(nPr)

Conditions	Yield
Stage #1: α-alanine propyl ester With Alcalase; water In tert-butyl alcohol at 25℃; pH=8.5; kinetic resolution; Stage #2: p-methoxybenzyloxycarbonyl-Phe-OMe With Alcalase In tert-butyl alcohol Condensation;	A n/a B 81%

DL-α-alanyl-DL-norvaline (1116-19-4, 2325-18-0, 39537-36-5, 61500-92-3, 95191-59-6, 103067-82-9) → L-alanin (56-41-7) + D-Alanine (338-69-2) + D-norvaline (2013-12-9) + L-Norvaline (6600-40-4)

Conditions	Yield
With (S)-1-(N,N-dimethylaminomethyl)-2-formylcymantrene; sodium methylate; copper (I) acetate for 1h; Ambient temperature;	A 78.31% B 21.69% C 60.57% D 39.43%
With (S)-1-(N,N-dimethylaminomethyl)-2-formylcymantrene; sodium methylate; copper (I) acetate for 3h; Ambient temperature;	A 76.83% B 23.15% C 73.8% D 26.2%
With (R)-1-(N,N-dimethylaminomethyl)-2-formylcymantrene; sodium methylate; copper (I) acetate for 1h; Ambient temperature;	A 26.8% B 73.2% C 42.16% D 57.84%
With (R)-1-(N,N-dimethylaminomethyl)-2-formylcymantrene; sodium methylate; copper (I) acetate for 1h; Ambient temperature;	A 26.8% B 73.2% C 42.16% D 57.84%

(2R,5R)-2,5-Bis-methoxymethyl-pyrrolidine-1-carboxylic acid ((S)-1-carbamoyl-ethyl)-amide (137910-12-4) → L-alanin (56-41-7)

Conditions	Yield
With hydrogenchloride Heating;	78%

methanol (67-56-1) + L-tyrosyl-L-alanine (730-08-5) → benzyl methyl ether (538-86-3) + L-alanin (56-41-7)

Conditions	Yield
With potassium hydroxide; [bis(acetoxy)iodo]benzene at 0 - 5℃; for 1.5h;	A 71% B n/a

(S)-Alaninol (2749-11-3) → L-alanin (56-41-7)

Conditions	Yield
With (6-di-tert-butylphosphinomethyl-2,2’-bipyridyl)Ru(CO)HCl; sodium hydroxide In 1,4-dioxane; water at 20℃;	71%

methanol (67-56-1) + L-alanin (56-41-7) → L-Alanine methyl ester (10065-72-2)

Conditions	Yield
With thionyl chloride at 20℃; for 48h; Reflux;	100%
Stage #1: methanol With thionyl chloride at 0℃; for 0.166667h; Stage #2: L-alanin at 20℃; for 12h;	97%
With thionyl chloride at 8 - 10℃; Reflux;	96.68%

L-alanin (56-41-7) + chloroformic acid ethyl ester (541-41-3) → N-ethoxycarbonyl-L-alanine (16639-86-4)

Conditions	Yield
With sodium hydroxide at 15℃; for 1h; pH=9;	100%
With sodium hydrogencarbonate In water at 20℃; for 24h;	94%
With sodium hydroxide for 2h; Ambient temperature; pH=9-10;	91%

L-alanin (56-41-7) + benzyl chloroformate (501-53-1) → N-Cbz-Ala (1142-20-7)

Conditions	Yield
With sodium hydroxide In water at 0 - 20℃;	100%
With sodium hydroxide In water at 0 - 20℃; for 5h;	99%
With sodium carbonate In water at 0 - 20℃; for 24h;	98%

formaldehyd (50-00-0) + L-alanin (56-41-7) → N,N-dimethyl-L-alanine (2812-31-9)

Conditions	Yield
With palladium 10% on activated carbon; hydrogen In ethanol at 20℃; for 20h;	100%
With 10 mol% palladium on carbon; hydrogen In water at 20℃; under 760.051 Torr; for 36.5h; Reflux;	99%
With sodium dihydrogenphosphate; zinc at 30℃; for 20h;	92%

ethanol (64-17-5) + L-alanin (56-41-7) → L-Alanine ethyl ester (3082-75-5)

Conditions	Yield
With thionyl chloride	100%
With thionyl chloride
With hydrogenchloride

methanol (67-56-1) + L-alanin (56-41-7) → L-alanine methyl ester hydrochloride (2491-20-5)

Conditions	Yield
Stage #1: methanol With thionyl chloride at -15 - 0℃; Stage #2: L-alanin for 3h; Reflux;	100%
With thionyl chloride at -20 - 22℃; for 49h;	100%
With thionyl chloride at 40℃; for 3.5h;	99%

ethanol (64-17-5) + L-alanin (56-41-7) → (S)-alanine ethyl ester hydrochloride (1115-59-9)

Conditions	Yield
With thionyl chloride for 4h; Reflux;	100%
With hydrogenchloride for 12h; Reflux;	99%
With thionyl chloride	99%

L-alanin (56-41-7) + di-tert-butyl dicarbonate (24424-99-5) → L-N-Boc-Ala (15761-38-3)

Conditions	Yield
In 1,4-dioxane; water at 0 - 20℃; for 1h;	100%
With sodium hydroxide In tetrahydrofuran; water at 20℃; for 17h;	100%
With sodium hydroxide In tetrahydrofuran; water at 0 - 30℃; for 4.5h;	98%

L-alanin (56-41-7) → L-alanine hydrochloride (6003-05-0, 16428-74-3, 25616-13-1, 26570-06-9)

Conditions	Yield
With hydrogenchloride In water for 0.5h;	100%
With hydrogenchloride In water
With hydrogenchloride In water at 20℃;

L-alanin (56-41-7) + Allyl chloroformate (2937-50-0) → N-allyloxycarbonyl-L-alanine (90508-28-4)

Conditions	Yield
With sodium hydroxide In water for 3h; Condensation;	100%
With sodium hydroxide at 20℃; for 2h;	99%
With sodium hydroxide at 0℃; for 1h;	30%

L-alanin (56-41-7) + toluene-4-sulfonic acid (104-15-4) + benzyl alcohol (100-51-6) → L-alanine benzyl ester p-toluenesulfonate (42854-62-6)

Conditions	Yield
In benzene for 10h; Reflux; Inert atmosphere;	100%
at 50 - 62℃; under 15.0015 Torr; for 5.5h;	98.6%
In cyclohexane; water for 4h; Dean-Stark; Reflux;	92%

L-alanin (56-41-7) + isopropyl alcohol (67-63-0) → alanine isopropyl ester hydrochloride (39613-92-8, 62062-56-0, 62062-65-1)

Conditions	Yield
With hydrogenchloride at 80 - 85℃; for 4h; Inert atmosphere;	100%
With hydrogenchloride at 80 - 85℃; for 4h;	100%
With thionyl chloride at 0℃; Reflux;	95%

L-alanin (56-41-7) + 1,4,5,8-naphthalenetetracarboxylic dianhydride (81-30-1) → (S)-2-[7-(1-carboxyethyl)-1,3,6,8-tetraoxo-3,6,7,8-tetrahydro-1H-benzo[lmn][3,8]phenanthrolin-2-yl]-propionic acid

Conditions	Yield
In N,N-dimethyl-formamide at 110℃; for 13h;	100%
With pyridine for 12h; Heating;	91%
With acetic acid for 36h; Reflux;	90%

1-(2-hydroxy-2-methylpropoxy)-2,2,6,6-tetramethyl-piperidin-4-one (290821-85-1) + L-alanin (56-41-7) → 4-(1-carboxyethylamino)-1-(2-hydroxy-2-methylpropoxy)-2,2,6,6-tetramethylpiperidine potassium salt

Conditions	Yield
With potassium hydroxide; hydrogen; platinum(IV) oxide In methanol at 60℃; under 2327.23 Torr; for 4h;	100%

L-alanin (56-41-7) + 4-bromo-2-fluoronitrobenzene (321-23-3) → 2-(5-bromo-2-nitrophenylamino)propionic acid (99548-52-4)

Conditions	Yield
With potassium carbonate In ethanol; water	100%
With potassium carbonate In ethanol; water	100%

nickel(II) nitrate hexahydrate + L-alanin (56-41-7) + (S)-N-(2-benzoylphenyl)-1-benzylpyrrolidine-2-carboxamide (96293-17-3, 105024-93-9, 105112-33-2) → ((S)-2-N-(N-benzylprolyl)aminobenzophenone)(alanine) Ni(II) complex

Conditions	Yield
With sodium methylate In methanol Addn. of a soln. of MeONa within 5-10 min to a mixt. of alanine, ligand and Ni-compound, heated to 60°C, allowing the mixt. to stand 1-2 h.; neutralizing the hot soln. (AcOH), pouring the mixt. into water, filtration, washing (water), drying in air.;	100%

L-alanin (56-41-7) → L-alanine-18O2 hydrochloride

Conditions	Yield
With hydrogenchloride; 18O-labeled water In 1,4-dioxane at 100℃; for 48h; Sealed tube;	100%

L-alanin (56-41-7) + N-(allyloxycarbonyloxy)succinimide (135544-68-2) → N-allyloxycarbonyl-L-alanine (90508-28-4)

Conditions	Yield
With potassium carbonate In tetrahydrofuran; water at 0 - 20℃;	100%

L-alanin (56-41-7) → L-alanine hydrochloride

Conditions	Yield
With hydrogenchloride; 18O-labeled water In 1,4-dioxane at 100℃; for 48h; Sealed tube;	100%

L-alanin (56-41-7) + chloroacetic acid (79-11-8) → L-glutamic acid N,N-diacetic acid tetra sodium salt

Conditions	Yield
With potassium iodide; sodium hydroxide In water at 20 - 85℃; for 4.5h;	99.83%

L-alanin (56-41-7) + 4-methyl-benzaldehyde (104-87-0) → C11H13NO2

Conditions	Yield
In 1,2-dichloro-ethane for 4h; Reflux;	99.8%

L-alanin (56-41-7) + chloroacetic acid (79-11-8) → N,N-bis(carboxymethyl)-DL-alanine trisodium salt (164462-16-2)

Conditions	Yield
With sodium hydroxide In water at 87 - 90℃; for 1.5h; pH=10 - 10.5; Temperature; pH-value; Large scale;	99.75%

phthalic anhydride (85-44-9) + L-alanin (56-41-7) → Phth-L-Ala-OH (4192-28-3)

Conditions	Yield
In water for 0.5h; microwave irradiation;	99%
at 140℃; for 0.166667h;	98%
at 170℃; for 2.5h;	94%

L-alanin (56-41-7) + N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide (82911-69-1) → N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-alanine (35661-39-3)

Conditions	Yield
With sodium carbonate In 1,4-dioxane; water at 20℃; for 18h;	99%
With sodium carbonate In N,N-dimethyl-formamide for 0.166667h; Ambient temperature;	96%
With sodium carbonate In 1,4-dioxane; water at 20℃; for 18h;

Upstream product

• 98-88-4 benzoyl chloride 
• 302-72-7 rac-Ala-OH 
• 97-69-8 (S)-acetamidoalanine 
• 1115-69-1 Ac-DL-Ala 
• 2149-46-4 alanine‐2‐naphthylamide 
• 81167-39-7 methyl N-(diphenylmethylene)glycinate 
• 92455-88-4 2-Acetylamino-N-((R)-1-phenyl-propyl)-acrylamide 
• 7664-41-7 ammonia 
• 7732-18-5 water 
• 127-17-3 2-oxo-propionic acid 
• 56-86-0 L-glutamic acid 
• 7647-01-0 hydrogenchloride 
• 2198-64-3 N-Benzoylalanine 
• 107-95-9 3-amino propanoic acid 

Downstream Products

• 92283-80-2 (2S,2'S)-2,2'-Iminobis(propionsaeure) 
• 31654-38-3 N-(2-bromo-propionyl)-alanine 
• 660-88-8 5-aminopentanoic acid 
• 16124-24-6 N-(1-deoxy-D-fructos-1-yl)-L-alanine 
• 6297-75-2 N-benzylsulfanylcarbonyl-L-alanine 
• 3079-63-8 (S)-2-(2-Benzyloxycarbonylamino-acetylamino)-propionic acid 
• 407-23-8 N-(trifluoroacetyl)-L-alanine 
• 66789-75-1 N-[(2,4,5-trichloro-phenoxy)-acetyl]-L-alanine 
• 56777-63-0 N-(4-phenylazo-phenylcarbamoyl)-l-alanine 
• 18806-29-6 L-alanine-d4 
• 2749-11-3 (S)-Alaninol 
• 79-33-4 L-Lactic acid 
• 29617-66-1 (S)-2-chloropropanoic acid 
• 32644-15-8 (S)-2-bromopropanoic acid 

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