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Amino Acids and Derivatives

Amino acids and their derivatives belong to a compound containing both amino group and carboxyl group. They are presented in both the form of free-state and bound-state in vivo. Free amino acids are distributed in all kinds of animal cells and body fluids with the bound amino acids being the mainly basic components of proteins and peptides.

Natural amino acids act as colorless crystalline materials with relatively high melting points being mostly above 200 ℃. They are usually soluble in water but insoluble in non-polar organic solvents. However, tyrosine and cystine are insoluble in water; proline and hydroxyl proline are soluble in ethanol and ether. All amino acids are soluble in strong acid and alkali solution.

According to the polar characterization of the R group of the side chain of the α-amino acid; those 20 common amino acids that constitute protein can be divided into four groups:
① Amino acids with R group being non-polar; There are 8 kinds in total, wherein five kinds have aliphatic side chains, namely alanine, leucine, isoleucine, valine and proline; two kinds are aromatic amino acids, phenylalanine and tryptophan; one kind belongs to sulfur-containing amino acid, namely methionine; amino acids belonging to this group have lower water solubility than polar R-group amino acid; proline is generally different with α-amino acid, it is formed through the substitution of one hydrogen atom of the amino acid with the side chains of the α- amino acid, belonging actually to imino acid.
② Amino acids with polar but non-charged R group; There are seven kinds in total, namely serine, threonine and tyrosine with R group having hydroxy group; cysteine with R group having a mercapto group of cysteine; glutamine and asparagine with R-group containing amide group, another amino acid is glycine ; glycine molecule has no R group, but having certain polarity, and thus being classified into this group; the side chains in this group of amino acid contain unassociated polar groups and can form hydrogen bonds with water, and is easily soluble in water.
③Amino acids with R group being positively charged amino acids. There are three kinds in total, namely, lysine, arginine, and histidine; they carry positive charge at pH7.0 and are also known as alkaline amino acids.
④Amino acids with R group being negatively charged. There are two kinds in total, namely glutamate and aspartate; at pH7.0, the molecules are negatively charged, also known as acidic amino acids. The formula, abbreviations symbols and related constants of 20 kinds of amino acid structures can be seen from the table. In addition to the 20 common amino acids mentioned above, there are also diiodotyrosine, thyroxine, hydroxyproline and hydroxylysine existing in certain proteins. In addition to amino acids involved in protein composition, it has been also found of more than 200 kinds of other kinds amino acids in a variety of tissues and cells; these amino acids are mostly derivatives of those α- amino acid composition of proteins.

However, there are some β-, γ- or δ- amino acids and some amino acids belong to D-type amino acids such as [beta]-alanine, [gamma]-aminobutyric acid and the phenylalanine contained in the antibiotics gramicidin-S, the D-alanine and D-glutamate contained in Gram-positive bacteria cell wall. Some non-protein amino acids can act as metabolically important precursors or intermediates, wherein β-alanine is the precursors of vitamin pantothenic acid; ornithine, and citrulline are the precursors in the synthesis of arginine; [gamma]-aminobutyric acid is the chemical neurotransmitter. Plants contain a large amount of non-protein amino acids, belonging to plant secondary substances, such as theanine, canavanine, djenkolic acid, β- Cyanoalanine and so on.

In addition to 20 kinds of amino acids found in the body and animal protein products, it has been found of nearly 200 kinds of other kinds of amino acids in nature. Most of them have been discovered in the plant kingdom and have complex molecular structures with no relation with the protein metabolism. There have been less that have been seen in the animal kingdom with some of them being originated from the chemical modification of certain incorporated amino acids in the specific proteins, for example, the proline and lysine contained in collagen protein are often partially subject to re-hydroxylation of hydroxyproline and hydroxylysine; Another example is that there are often a small amount of lysine and histidine contained in actin and myosin protein containing hypermethylated εN methyl-lysine and 3N-histidine; it has been also found in the histone protein that the ∈ amino group contained in lysine is acetylated and the OH group in the serine is phosphorylated; thyroglobulin contains iodinated tyrosine and thyronine iodide; The heavy chain of τ myosin and the N-terminal of certain proteins contain pyroglutamate formed by glutamine; there also exists the cystine constituting of two cysteine molecules in the general protein.

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Structure Chemical Name CAS MF
(S)-3-AMINO-2-OXETANONE TETRAFLUOROBORATE (S)-3-AMINO-2-OXETANONE TETRAFLUOROBORATE 403655-97-0 C3H6BF4NO2
5-AMINO-2-NITROBENZOIC ACID 5-AMINO-2-NITROBENZOIC ACID 132080-60-5 C20H24O3
MAGNESIUM GLUTAMATE MAGNESIUM GLUTAMATE C5H7MgNO4
1-CBZ-4(R)-HYDROXYPYRROLIDINE-2-CARBOXYLIC ACID ETHYL ESTER 1-CBZ-4(R)-HYDROXYPYRROLIDINE-2-CARBOXYLIC ACID ETHYL ESTER 103667-57-8 C15H19NO5
L-Propargyl-cysteine L-Propargyl-cysteine C6H9NO2S
D-Lysine ethyl ester hydrochloride D-Lysine ethyl ester hydrochloride C8H19ClN2O2
L-δ-HYDROXYLYSINE L-δ-HYDROXYLYSINE C6H13N2O3
β-thiolisoleucine β-thiolisoleucine C6H13NO2S
3-Amino-4-(Trifluoromethyl)Benzoic Acid 3-Amino-4-(Trifluoromethyl)Benzoic Acid 4857-33-4 C8H6F3NO2
Glycine-o-cresol red Glycine-o-cresol red C27H28N2O9S
Nα-2,4-DNP-L-histidine Nα-2,4-DNP-L-histidine C12H11N5O6
L-Glutamylglycine L-Glutamylglycine C7H12N2O5
WNK4(Ser/Thr-protein kinase WNK4; protein kinase with no lysine 4; protein kinase, lysine –dficient 4) WNK4(Ser/Thr-protein kinase WNK4; protein kinase with no lysine 4; protein kinase, lysine –dficient 4)
NR2A (Glutamate receptor2A) NR2A (Glutamate receptor2A)
methyl D-serinate methyl D-serinate 24184-43-8 C4H9NO3
Fmoc-Glu(OBzl)-OH Fmoc-Glu(OBzl)-OH 132639-61-2
Ethyl N-(6-amino-2.3-dichlorobenzyl)glycine Ethyl N-(6-amino-2.3-dichlorobenzyl)glycine C11H14Cl2N2O2
Benzoic acid, 4-amino-2,6-difluoro-, methyl ester (9CI) Benzoic acid, 4-amino-2,6-difluoro-, methyl ester (9CI) 191478-99-6 C8H7F2NO2
D-3-TRIFLUOROMETHYLPHENYLALANINE D-3-TRIFLUOROMETHYLPHENYLALANINE 82317-79-1 C10H11ClF3NO2
2-AMINO-3-CHLORO-5-(TRIFLUOROMETHOXY)BENZOIC ACID METHYL ESTER 2-AMINO-3-CHLORO-5-(TRIFLUOROMETHOXY)BENZOIC ACID METHYL ESTER 1003708-08-4 C9H7ClF3NO3
Aluminium chloride glycinate Aluminium chloride glycinate C6H12Al2Cl3N3O6
Amino-(3-chloro-phenyl)-acetic acid Amino-(3-chloro-phenyl)-acetic acid C8H8ClNO2
Aluminium zirconium glycin nitric acid hydration Aluminium zirconium glycin nitric acid hydration
N-Isopropyl-5-methoxytryptamine N-Isopropyl-5-methoxytryptamine 109921-55-3 C14H20N2O
[des-gly10, d-ala6]-lh-rh ethylamide acetate hydrate [des-gly10, d-ala6]-lh-rh ethylamide acetate hydrate 52435-06-0 C56H78N16O12
1-Pyrrolidinecarboxylicacid,3-amino-4-hydroxy-,1,1-dimethylethylester,(3R,4R)-(9CI) 1-Pyrrolidinecarboxylicacid,3-amino-4-hydroxy-,1,1-dimethylethylester,(3R,4R)-(9CI) 330681-18-0 C9H18N2O3
diglycyl-histidine diglycyl-histidine 7451-76-5 C10H15N5O4
FITC-PHOSPHOTYRAMINE FITC-PHOSPHOTYRAMINE C29H22N2O6S
N-[(3beta)-3-Hydroxy-28-oxoolean-12-en-28-yl]-L-leucine N-[(3beta)-3-Hydroxy-28-oxoolean-12-en-28-yl]-L-leucine 851475-43-9 C36H59NO4
S-Methyl-D-Cys-OH S-Methyl-D-Cys-OH 66255-16-1 C4H9NO2S
D-THREONINE BENZYL ESTER D-THREONINE BENZYL ESTER 82679-58-1 C11H15NO3
tert-Butyl 2-hydrazinyl-2-oxoethylcarbamate tert-Butyl 2-hydrazinyl-2-oxoethylcarbamate C7H15N3O3
Cyclopropanecarboxylic acid, 1-amino-2-ethenyl-, ethyl ester, hydrochloride (1:1),(1R,2S)-rel- Cyclopropanecarboxylic acid, 1-amino-2-ethenyl-, ethyl ester, hydrochloride (1:1),(1R,2S)-rel- 259214-54-5 C8H13NO2.ClH
COMPOUND AMINO ACID POWDER+TE COMPOUND AMINO ACID POWDER+TE
LIQUID AMINO ACIDCONCENTRATION + TE LIQUID AMINO ACIDCONCENTRATION + TE
β-hydroxyleucine β-hydroxyleucine C6H13NO3
4-AMINO-2-METHYL-5-NITRO-BENZOIC ACID METHYL ESTER 4-AMINO-2-METHYL-5-NITRO-BENZOIC ACID METHYL ESTER 146948-44-9 C9H10N2O4
cis-2-  Amino-3-cyclopentene-1-carboxylic  acid  hydrochloride cis-2- Amino-3-cyclopentene-1-carboxylic acid hydrochloride 122022-92-8 C6H9NO2HCl
BZ-ORN-OH BZ-ORN-OH 17966-71-1 C12H16N2O3
1-[1-[(9H-Fluoren-9-ylmethoxy)carbonyl]-L-prolyl]-D-proline 1-[1-[(9H-Fluoren-9-ylmethoxy)carbonyl]-L-prolyl]-D-proline 144575-00-8 C25H26N2O5
H-Tle-OH·HCl H-Tle-OH·HCl
Fmoc-L-Cysteine Fmoc-L-Cysteine 135248-89-4 C18H17NO4S
N-[4-[2-(2-Amino-4,7-dihydro-4-oxo-3H-pyrrolo[2,3-d]pyrimidin-5-yl)ethyl]benzoyl]-L-glutamic acid 1,5-dimethyl ester 4-methylbenzenesulfonate N-[4-[2-(2-Amino-4,7-dihydro-4-oxo-3H-pyrrolo[2,3-d]pyrimidin-5-yl)ethyl]benzoyl]-L-glutamic acid 1,5-dimethyl ester 4-methylbenzenesulfonate 1215090-73-5 C22H25N5O6.C7H8O3S
β-methylglutamic aci β-methylglutamic aci
Fmoc-(4-T-BUTOXYCARBONYLAMINO)-L-PHENYLALANINE Fmoc-(4-T-BUTOXYCARBONYLAMINO)-L-PHENYLALANINE C29H30N2O6
L-Phe(3-OH)-OMe.Hcl L-Phe(3-OH)-OMe.Hcl 34260-72-5 C10H14ClNO3
L-gamma-Glutamyl-S-[[(4-bromophenyl)hydroxyamino]carbonyl]-L-cysteinylglycine diethyl ester monohydrochloride L-gamma-Glutamyl-S-[[(4-bromophenyl)hydroxyamino]carbonyl]-L-cysteinylglycine diethyl ester monohydrochloride 221174-33-0 C21H30BrClN4O8S
1-CBZ-3-AMINOMETHYLAZETIDINE 1-CBZ-3-AMINOMETHYLAZETIDINE 1016731-24-0 C12H16N2O2
L-^b-Proline ethyl ester hydrochloride, 97% L-^b-Proline ethyl ester hydrochloride, 97%
3-Fluoro-2-(trifluoroMethyl)-DL-phenylalanine, 97% 3-Fluoro-2-(trifluoroMethyl)-DL-phenylalanine, 97% 1256482-60-6 C10H9F4NO2
N-(4'-Methoxy-4-biphenylylsulfonyl)alanine, 96%, Mixture of enantioMers N-(4'-Methoxy-4-biphenylylsulfonyl)alanine, 96%, Mixture of enantioMers C16H17NO5S
N-(4'-Methoxy-4-biphenylylsulfonyl)-S-Methyl-DL-hoMocysteine, 96% N-(4'-Methoxy-4-biphenylylsulfonyl)-S-Methyl-DL-hoMocysteine, 96% C18H21NO5S2
N-[4-(2-Methoxyphenoxy)phenylsulfonyl]-DL-alanine, 96% N-[4-(2-Methoxyphenoxy)phenylsulfonyl]-DL-alanine, 96% 1008052-20-7 C16H17NO6S
ZINC CYSTEINATE ZINC CYSTEINATE C6H12N2O4S2Zn
α-KETOPHENYLALANINE CALCIUM α-KETOPHENYLALANINE CALCIUM
L-Glutamine, N2-methyl- (9CI) L-Glutamine, N2-methyl- (9CI) 300560-56-9 C6H12N2O3
Cyclobutanecarboxylic acid, 3-amino-, ethyl ester (6CI,9CI) Cyclobutanecarboxylic acid, 3-amino-, ethyl ester (6CI,9CI) 74307-73-6 C7H13NO2
F-Moc-Glu(OBut) F-Moc-Glu(OBut)
(R)-3-Amino-3-(4-hydroxy-phenyl)-propionic acid (R)-3-Amino-3-(4-hydroxy-phenyl)-propionic acid C9H11NO3
DL-Glutamicacidsodiumsalt
DL-Glutamicacidsodiumsalt C5H7NNa2O4
DL-serine hydrazide hydrochloride DL-serine hydrazide hydrochloride C3H10ClN3O2
Zirconium chloride glycinate Zirconium chloride glycinate C4H8Cl2N2O4Zr
Fmoc-L-3-Cyanophenylalanine Fmoc-L-3-Cyanophenylalanine C25H20N2O4
Boc-D-Cysteine Boc-D-Cysteine C8H15NO4S
FA-ALA-ARG-OH FA-ALA-ARG-OH 76079-06-6 C16H23N5O5
N-ACETYLHEXOSAMINIDASE N-ACETYLHEXOSAMINIDASE C4H7NO3
2-Thiophenecarboxylicacid,3-amino-4-(1-methylethyl)-,methylester(9CI) 2-Thiophenecarboxylicacid,3-amino-4-(1-methylethyl)-,methylester(9CI) 221043-89-6 C9H13NO2S
BZ-LYS-OH BZ-LYS-OH 366-74-5 C13H18N2O3
N,N-Dimethyl-D-Alanine N,N-Dimethyl-D-Alanine C5H11NO2
FMOC-DL-ISOSER-OH FMOC-DL-ISOSER-OH 161125-36-6 C18H17NO5
(S)-2-amino-4-(methylamino)-4-oxobutanoic  acid (S)-2-amino-4-(methylamino)-4-oxobutanoic acid 86070-35-1 C5H10N2O3
L-Arginine-15N4 L-Arginine-15N4 C6H14N4O2
3-(3-Pyridyl)alanine 3-(3-Pyridyl)alanine 856570-92-8 C8H10N2O2
S-adenosylmethionine S-adenosylmethionine 485-80-3 C15H23N6O5S
CIS-ZHPROME CIS-ZHPROME 57653-35-7 C14H17NO5
FMOC-ASP(OALL)-OH FMOC-ASP(OALL)-OH 283170-10-5 C22H21NO6
N-[(Phenylmethoxy)acetyl]-L-phenylalanine N-[(Phenylmethoxy)acetyl]-L-phenylalanine 114457-96-4 C18H19NO4
N-[4-[[(2-Amino-5-formyl-1,4,5,6,7,8-hexahydro-4-oxo-6-pteridinyl)methyl]amino]benzoyl]-L-glutamic acid disodium salt N-[4-[[(2-Amino-5-formyl-1,4,5,6,7,8-hexahydro-4-oxo-6-pteridinyl)methyl]amino]benzoyl]-L-glutamic acid disodium salt 163254-40-8 C20H21N7Na2O7
6-Bromotryptophan methyl ester 6-Bromotryptophan methyl ester 774181-71-4 C12H13BrN2O2
3-(1-Naphthyl)-DL-alanineHCl 3-(1-Naphthyl)-DL-alanineHCl C13H14ClNO2
Boc-L-beta-Homo-Tyr(OBZl) Boc-L-beta-Homo-Tyr(OBZl)
D-N-Me-Ala-D-Leu-OBn-HCl D-N-Me-Ala-D-Leu-OBn-HCl
Fmoc-D-3-AMP Fmoc-D-3-AMP
Fmoc-L-beta-Homo-Tyr(OtBu) Fmoc-L-beta-Homo-Tyr(OtBu)
N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-L-isovaline N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-L-isovaline 857478-30-9 C20H21NO4
N-Carbamoylglutamic acid diethyl ester N-Carbamoylglutamic acid diethyl ester 911658-62-3 C10H18N2O5
3-(2-Pyridyl)-DL-alanine 3-(2-Pyridyl)-DL-alanine 98062-70-5 C8H10N2O2
4-Fluoro-D-Phenylalanine benzyl ester tosylate 4-Fluoro-D-Phenylalanine benzyl ester tosylate C23H24FNO5S
MOC-D-Valine MOC-D-Valine 171567-86-5 C7H13NO4
Moc-D-phenylglycine Moc-D-phenylglycine
erythro-N-Boc-3,5-difluoro-L-phenylalanine epoxide, 95% erythro-N-Boc-3,5-difluoro-L-phenylalanine epoxide, 95%
trans-N-Boc-4-(2-naphthylMethyl)-L-proline, 95% trans-N-Boc-4-(2-naphthylMethyl)-L-proline, 95% C21H25NO4
2-AMino-3-(4-aMino-3-hydroxy-phenyl)-propionic acid 2-AMino-3-(4-aMino-3-hydroxy-phenyl)-propionic acid 88686-28-6 C9H12N2O3
N-Butadecanoyl-D-alanine N-Butadecanoyl-D-alanine 114414-86-7 C17H33NO3
N-Butadecanoyl-D-phenylglycine sodiuM salt N-Butadecanoyl-D-phenylglycine sodiuM salt
N-Octadecanoyl-D-alanine N-Octadecanoyl-D-alanine 886202-59-1 C21H41NO3
N-Octadecanoyl-D-phenylglycine sodiuM salt N-Octadecanoyl-D-phenylglycine sodiuM salt C26H42NNaO3
N-Boc protected D-4-hydroxyphenylglycine N-Boc protected D-4-hydroxyphenylglycine 27460-85-1 C13H17NO5
N-t-butylglycine tert-butyl ester N-t-butylglycine tert-butyl ester 916885-51-3 C10H21NO2
N-(2-(Bis(carboxymethyl)amino]ethyl)-N-(1-oxononyl)glycine N-(2-(Bis(carboxymethyl)amino]ethyl)-N-(1-oxononyl)glycine 199387-97-8 C17H30N2O7
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