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甘氨酸类衍生物

学名为氨基乙酸,是结构最简单且唯一没有旋光异构体的α-氨基酸。1820年,化学家布拉孔诺通过用盐酸处理明胶获得一种具有甜味的物质,最初误认为是糖类化合物,经分析发现它是一种含氮并带有羧基的化合物,可用于制造氨气,并将其命名为甘氨酸。

甘氨酸常以四边柱状、无色单斜晶体的形式存在,密度为1.1607克/厘米³,熔点在232~236℃(分解)。它可溶于水而不溶于醚等有机溶剂。甘氨酸具有甜味,在水中被茚三酮氧化生成甲醛,并能在强酸或强碱中溶解,表现出两性特征,能被酒精沉淀析出。其合成通常通过α-卤代酸与浓氨水作用完成。

甘氨酸在动物体内参与多种重要化合物的合成,如可与氨、甲酸和二氧化碳结合生成嘌呤类物质;并与琥珀酸合成卟啉类物质。它还是肌酸、甘氨胆酸和谷胱甘肽等化合物的合成原料之一,在人体内起到解毒作用。例如,甘氨酸可以与芳香类物质结合形成无毒物,并通过肝脏氧化后排出体外。此外,甘氨酸还用作氨基酸农药,如每1万平方米(约15亩)甘蔗田喷洒85%的甘氨酸溶液2.5公斤,可增加甘蔗糖分12.9%;N-磷酸甲酯甘氨酸作为一种有效的除草剂,每1万平方米使用1.5公斤即可消灭杂草。近年来,甘氨酸还用于制造抗癌药物,具有显著疗效。

目前,甘氨酸已经实现大规模生产,并在多种领域发挥重要作用。

中文名称 英文名称 CAS号 化学式 结构式图片
—— Potassium N-Cocoyl Glycinate 301341-58-2 C28H53KNO5+
Potassium N-Cocoyl Glycinate
—— 170492-24-7 C7H11NNaO6
—— glyphosate-sodium salt 34494-03-6 C3H7NO5P*Na
glyphosate-sodium salt
—— Ammonium (diethylenetriaminepentaacetato)iron(211) 85959-68-8 C14H29FeN5O10
Ammonium (diethylenetriaminepentaacetato)iron(211)
—— 2-Aminoacetic acid;(3-carboxy-2-propanoyloxypropyl)-trimethylazanium;chloride 423152-20-9 C12H25ClN2O6
2-Aminoacetic acid;(3-carboxy-2-propanoyloxypropyl)-trimethylazanium;chloride
—— 2-((tert-butoxycarbonyl)(cyclopropyl)amino)acetic acid 182291-93-6 C10H17NO4
2-((tert-butoxycarbonyl)(cyclopropyl)amino)acetic acid
—— Glycine, N-(phosphonomethyl)-, trisodium salt 34494-03-6 C3H5NO5P*3Na
Glycine, N-(phosphonomethyl)-, trisodium salt
—— 55910-10-6 C13H10F17KNO4S
—— potassium;(2R)-2-[[(E)-4-ethoxy-4-oxobut-2-en-2-yl]amino]-2-(4-hydroxyphenyl)acetate 57938-86-0 C14H16KNO5
potassium;(2R)-2-[[(E)-4-ethoxy-4-oxobut-2-en-2-yl]amino]-2-(4-hydroxyphenyl)acetate
—— Potassium (R)-[(3-ethoxy-1-methyl-3-oxoprop-1-enyl)amino]phenylacetate 961-69-3 C14H16KNO4
Potassium (R)-[(3-ethoxy-1-methyl-3-oxoprop-1-enyl)amino]phenylacetate
—— Glycine,N-diethyl-, sodium salt 5426-55-1 C6H13NNaO2+
Glycine,N-diethyl-, sodium salt
—— Sodium;2-(dimethylamino)acetic acid 18319-88-5 C4H9NNaO2+
Sodium;2-(dimethylamino)acetic acid
—— Aluminum zirconium chloride hydroxide 57158-29-9 Al2Cl7H7O7Zr2
Aluminum zirconium chloride hydroxide
—— Einecs 223-801-9 4079-10-1 C27H28N2O9S
Einecs 223-801-9
—— Tripotassium nitrilotriacetate 2399-85-1 C6H6K3NO6
Tripotassium nitrilotriacetate
—— Trisodium;2-[2-[bis(carboxylatomethyl)amino]ethyl-(carboxylatomethyl)amino]acetate;hydron 150-38-9 C10H13N2Na3O8
Trisodium;2-[2-[bis(carboxylatomethyl)amino]ethyl-(carboxylatomethyl)amino]acetate;hydron
—— L-prolyl-L-leucylglycylglycine 75188-89-5 C15H26N4O5
L-prolyl-L-leucylglycylglycine
—— (+)-benzyloxycarbonyl-alpha-phosphonoglycine trimethyl ester 88568-95-0 C13H18NO7P
(+)-benzyloxycarbonyl-alpha-phosphonoglycine trimethyl ester
—— Z-Gly-Gly-Val-OH 34152-86-8 C17H23N3O6
Z-Gly-Gly-Val-OH
—— disodium N-carboxylglycinate 35783-03-0 C3H3NO4*2Na
disodium N-carboxylglycinate
—— Cysteyl-Glycin 19246-18-5 C5H10N2O3S
Cysteyl-Glycin
—— 2-[[2-[[3-Phenyl-2-(phenylmethoxycarbonylamino)propanoyl]amino]acetyl]amino]acetic acid 37700-64-4 C21H23N3O6
2-[[2-[[3-Phenyl-2-(phenylmethoxycarbonylamino)propanoyl]amino]acetyl]amino]acetic acid
—— Carboxymethylazanide;manganese(2+) 14281-77-7 C4H8MnN2O4
Carboxymethylazanide;manganese(2+)
—— alanylglycine methyl ester 438002-26-7 C6H12N2O3
alanylglycine methyl ester
—— ethyl 2-[[(2R)-3-hydroxy-2-(phenylmethoxycarbonylamino)propanoyl]amino]acetate 4526-93-6 C15H20N2O6
ethyl 2-[[(2R)-3-hydroxy-2-(phenylmethoxycarbonylamino)propanoyl]amino]acetate
—— (R)-2-((tert-butoxycarbonyl)amino)-2-cyclopropylacetic acid 54256-41-6 C10H17NO4
(R)-2-((tert-butoxycarbonyl)amino)-2-cyclopropylacetic acid
—— N-Cinnamoyl-urethan 143816-12-0 C12H13NO3
N-Cinnamoyl-urethan
—— <i>trans</i>-cinnamoyl-carbamic acid ethyl ester 143816-12-0 C12H13NO3
<i>trans</i>-cinnamoyl-carbamic acid ethyl ester
—— octylamino-acetic acid 52478-47-4 C10H21NO2
octylamino-acetic acid
—— Sodium N,N-dimethylglycinate 18319-88-5 C4H10NNaO2
Sodium N,N-dimethylglycinate
—— Gly2-L-HisGly 128114-56-7 C12H18N6O5
Gly2-L-HisGly
—— Ac-Pro-Leu-Gly-OH 89626-38-0 C15H25N3O5
Ac-Pro-Leu-Gly-OH
—— N-(tert-butoxycarbonyl)-L-vinyl glycine 91028-39-6 C9H15NO4
N-(tert-butoxycarbonyl)-L-vinyl glycine
—— (2R)-[(tert-Butoxycarbonyl)amino](4-fluorophenyl)acetate 196707-32-1 C13H15FNO4-
(2R)-[(tert-Butoxycarbonyl)amino](4-fluorophenyl)acetate
—— bicine sodium salt 17123-43-2 C6H12NO4*Na
bicine sodium salt
—— glycine p-nitrophenyl ester hydrochloride 16336-29-1 C8H8N2O4*ClH
glycine p-nitrophenyl ester hydrochloride
—— N,N-diethylglycine sodium salt 5426-55-1 C6H12NO2*Na
N,N-diethylglycine sodium salt
—— Dicyclohexylazanium;2-[(2-methylpropan-2-yl)oxycarbonylamino]pent-4-enoate 143979-15-1 C10H17NO4*C12H23N
Dicyclohexylazanium;2-[(2-methylpropan-2-yl)oxycarbonylamino]pent-4-enoate
—— Sialyllacto-N-tetraose a 64003-53-8 C37H62N2O29
Sialyllacto-N-tetraose a
—— N-(4-isopropyl-1,3-benzothiazol-2-yl)-N-methylglycine 1353000-12-0 C13H16N2O2S
N-(4-isopropyl-1,3-benzothiazol-2-yl)-N-methylglycine
—— Glycine, N-(3-butoxy-2-hydroxypropyl)-N-(carboxymethyl)-, monosodium salt 32046-75-6 C11H20NNaO6
Glycine, N-(3-butoxy-2-hydroxypropyl)-N-(carboxymethyl)-, monosodium salt
—— (2R)-2-(4-hydroxyphenyl)-2-(methylamino)ethanoic acid 37763-23-8 C9H11NO3
(2R)-2-(4-hydroxyphenyl)-2-(methylamino)ethanoic acid
—— (2R)-2-azaniumyl-2-thiophen-3-ylacetate 1194-86-1 C6H7NO2S
(2R)-2-azaniumyl-2-thiophen-3-ylacetate
—— Ethyl (R)-(amino)phenylacetate HCl 17609-48-2 C10H14ClNO2
Ethyl (R)-(amino)phenylacetate HCl
—— (1)-Amino(2-fluorophenyl)acetic acid 84145-28-8 C8H10FNO2
(1)-Amino(2-fluorophenyl)acetic acid
—— Einecs 302-746-5 94133-82-1 C5H8N2Na2O6
Einecs 302-746-5
—— potassium;(2S)-2-(4-hydroxyphenyl)-2-[[(E)-4-methoxy-4-oxobut-2-en-2-yl]amino]acetate 69416-61-1 C13H14KNO5
potassium;(2S)-2-(4-hydroxyphenyl)-2-[[(E)-4-methoxy-4-oxobut-2-en-2-yl]amino]acetate
—— Nickel(3+);2-[[phenyl-[2-(2-piperidin-1-ylacetyl)azanidylphenyl]methylidene]amino]acetate 847654-17-5 C22H23N3NiO3+
Nickel(3+);2-[[phenyl-[2-(2-piperidin-1-ylacetyl)azanidylphenyl]methylidene]amino]acetate
—— Glycine, N,N-bis(2-(bis(carboxymethyl)amino)ethyl)-, potassium salt (1:5) 7216-95-7 C14H18K5N3O10
Glycine, N,N-bis(2-(bis(carboxymethyl)amino)ethyl)-, potassium salt (1:5)
—— N-acetyl-3-trifluoromethylphenyl(valineglycine) 379685-96-8 C16H19F3N2O4
N-acetyl-3-trifluoromethylphenyl(valineglycine)