Conditions | Yield |
---|---|
With silica gel In toluene for 20h; Heating; | 92.4% |
With zeolite Na-BETA In water at 120℃; var. silicates and pH; | |
Multistep reaction; | |
With Sodium trimetaphosphate In aq. buffer at 37℃; under 225023 Torr; pH=10.7; Pressure; Temperature; |
Boc-Gly-Gly-OH
glycylglycine
Conditions | Yield |
---|---|
With trifluoroacetic acid In dichloromethane Large scale; | 84.9% |
With trifluoroacetic acid In dichloromethane at -5℃; |
Gly-Gly-MCA
glycylglycine
Conditions | Yield |
---|---|
With ethylenediaminetetraacetic acid; dipeptydyl-peptidase DPP5; sodium phosphate; sodium chloride In water at 37℃; for 0.5h; pH=7.0; Catalytic behavior; Enzymatic reaction; |
Conditions | Yield |
---|---|
Stage #1: tetrabutylphosphonium glycinate; glycine ethyl ester hydrochloride at 60℃; for 3h; Inert atmosphere; Stage #2: With acetic acid In chloroform at 20℃; for 3h; | 54% |
Conditions | Yield |
---|---|
With 15K(1+)*H(1+)*25H2O*O122P4W34Zr(16-); water; hydrogen chloride In water-d2 at 60℃; pH=5; |
glycylglycinamide
glycylglycine
Conditions | Yield |
---|---|
With 15K(1+)*H(1+)*25H2O*O122P4W34Zr(16-); water; hydrogen chloride In water-d2 at 60℃; pH=5; |
Conditions | Yield |
---|---|
With trifluoroacetic acid | |
With nitromethane; hydrogen bromide | |
With phosphonium iodide; acetic acid at 45 - 50℃; im Wasserstoff-Strom; |
Conditions | Yield |
---|---|
With acetic acid | |
With ethanol; palladium Hydrogenation; |
glycylglycine
Conditions | Yield |
---|---|
With ethanol; hydrazine hydrate |
N-carbamoyl-L-alanine
glycine
A
L-alanin
B
alanylglycine
C
glycylglycine
D
N-carbamoylglycine
Conditions | Yield |
---|---|
In phosphate buffer at 80℃; for 1272h; pH=6.8; |
Conditions | Yield |
---|---|
With (Et2NH2)8[{α-PW11O39Zr-(μ-OH)(H2O)}2]*7H2O; water; 3-(trimethylsilyl)propionic-2,2,3,3-d4 acid sodium salt In water-d2 at 50℃; for 24h; Reagent/catalyst; |
Conditions | Yield |
---|---|
With (Et2NH2)8[{α-PW11O39Zr-(μ-OH)(H2O)}2]*7H2O; water; 3-(trimethylsilyl)propionic-2,2,3,3-d4 acid sodium salt In water-d2 at 60℃; Reagent/catalyst; |
chloroacetyldiglycine
glycylglycine
Conditions | Yield |
---|---|
With lithium hydroxide; water; 1,2-diamino-benzene |
Conditions | Yield |
---|---|
With hydrogenchloride; methanol; palladium on activated charcoal Hydrogenation.R 4:THF; |
N-{N-[(2-nitro-phenoxy)-acetyl]-glycyl}-glycine
glycylglycine
Conditions | Yield |
---|---|
With sodium hydrogencarbonate; platinum Hydrogenation.Erhitzen des Reaktionsprodukts mit H2O; |
[2-(3,5-Dinitro-4-oxo-4H-pyridin-1-yl)-acetylamino]-acetic acid
A
glycylglycine
B
3,5-Dinitro-1-propyl-1H-pyridin-4-one
Conditions | Yield |
---|---|
With propylamine | A 80% B n/a |
Conditions | Yield |
---|---|
With lithium hydroxide | |
With ammonia; water | |
With lithium hydroxide |
Conditions | Yield |
---|---|
With N-ethylmorpholine;; acetic acid In ethanol at 37℃; for 2.5h; Product distribution; other reagents, other times, other temp.; |
Conditions | Yield |
---|---|
With sortase A; sodium chloride; calcium chloride In aq. buffer at 37℃; pH=7.5; Enzymatic reaction; |
Conditions | Yield |
---|---|
With silica gel In toluene for 20h; Heating; | A 44.3% B 10.7% |
With silica gel In toluene for 20h; Product distribution; Heating; glycine adsorbed on silica gel; | |
In water at 200℃; under 187515 Torr; pH=6.1; Kinetics; Equilibrium constant; Further Variations:; Temperatures; | |
With 2Zn(2+)*2H2O*C8MoN8(4-) at 120℃; for 840h; Reagent/catalyst; Temperature; | A 20.3 %Chromat. B 19.23 %Chromat. |
glycine
A
sarcosine
B
N-methylglycine methylester
C
glycylglycine
D
iminodiacetic acid
Conditions | Yield |
---|---|
With 5%-palladium/activated carbon; hydrogen at 180℃; under 300.03 Torr; for 0.166667h; |
N-chloroglycylglycine
glycylglycine
Conditions | Yield |
---|---|
With sulfite(2-) In various solvent(s) at 25℃; pH=8.59; Kinetics; Dehalogenation; UV-irradiation; |
N-(N-carboxy-glycyl)-glycine
glycylglycine
Conditions | Yield |
---|---|
With borax; sodium dihydrogenphosphate at 26℃; Equilibrium constant; |
glycylglycine
Conditions | Yield |
---|---|
With potassium hydroxide; hydroxylamine hydrochloride In methanol; water for 24h; Heating; Yield given; |
glycine
A
Glycine anhydride
B
glycine-glycine-glycine
C
tetraglycine
D
glycylglycine
Conditions | Yield |
---|---|
With hydrogen In water at 200℃; under 187515 Torr; for 0.0333333h; Product distribution; Further Variations:; Temperatures; Reagents; |
B
glycylglycine
Conditions | Yield |
---|---|
With hydrogenchloride; sodium carbonate In water acid hydrolysis by addn. of 3N HCl, then neutralized by Na2CO3, extd. with CCl4; |
B
glycylglycine
Conditions | Yield |
---|---|
With hydrogenchloride; sodium carbonate In water acid hydrolysis by addn. of 3N HCl, then neutralized by Na2CO3, extd. with CCl4; |
Conditions | Yield |
---|---|
With ammonia; water |
Cbz-Gly-Gly-OBn
glycylglycine
Conditions | Yield |
---|---|
With hydrogen bromide; acetic acid |
N-(N-benzylsulfanylcarbonyl-glycyl)-glycine
glycylglycine
Conditions | Yield |
---|---|
With 1,4-dioxane; Perbenzoic acid; water | |
With Perbenzoic acid; water; benzene | |
With Perbenzoic acid; water; acetic acid |
Conditions | Yield |
---|---|
With 14C2H7N*14H(1+)*2H2O*2O(2-)*2Zr(4+)*O122P4W34(18-) In dimethyl sulfoxide at 70℃; for 24h; Solvent; Reagent/catalyst; | 100% |
With silica gel In gas at 180 - 200℃; under 0.08 Torr; | 46% |
With hydrogenchloride at 150 - 160℃; im Rohr; |
glycylglycine
N,N-diethyl-1,1,1-trimethylsilanamine
N,O-bis(trimethylsilyl)glycyl-glycine
Conditions | Yield |
---|---|
In acetonitrile for 2h; | 100% |
glycylglycine
toluene-4-sulfonic acid
allyl alcohol
PTSA*H-Gly-Gly-OAll
Conditions | Yield |
---|---|
In toluene Reflux; Inert atmosphere; | 100% |
glycylglycine
(S)-benzyl (1-(1H-benzo[d][1,2,3]triazol-1-yl)-1-oxo-3-phenylpropan-2-yl)carbamate
(5S)-5-benzyl-3,6,9-trioxo-1-phenyl-2-oxa-4,7,10-triazadodecan-12-oic acid
Conditions | Yield |
---|---|
With triethylamine In water; acetonitrile at 20℃; | 98% |
glycylglycine
Dichlorobis(diglycinato)palladium(II)
Conditions | Yield |
---|---|
In water stirring for etwa 13h; filtration, washing twofold with water, drying in vac., elem.anal.; | 98% |
Conditions | Yield |
---|---|
In methanol; water at 20℃; for 5h; Green chemistry; chemoselective reaction; | A n/a B 97% |
Conditions | Yield |
---|---|
With potassium carbonate In dimethyl sulfoxide at 40℃; | 93% |
Conditions | Yield |
---|---|
Stage #1: formaldehyd; glycylglycine In water at 55℃; Mannich Aminomethylation; Stage #2: indole In ethanol; water at 55℃; for 0.5h; Mannich Aminomethylation; | 93% |
glycylglycine
benzoyl chloride
N-(N'-benzoyl-2-aminoethanoyl)-2-aminoethanoic acid
Conditions | Yield |
---|---|
With dodecyltrimethylammonium bromide; sodium carbonate In tetrahydrofuran Heating; | 92% |
dibutyl hydrogen phosphite
glycylglycine
N-(O,O-dibutylphosphoryl)-glycyl-glycine
Conditions | Yield |
---|---|
With triethylamine In tetrachloromethane; ethanol; water 1) -3 - 0 deg C, 7-8 h, 2) r.t., 5-6 h; | 92% |
glycylglycine
N2-tetrabromophthaloyl-L-aspartic anhydride
{2-[(S)-2,5-Dioxo-3-(4,5,6,7-tetrabromo-1,3-dioxo-1,3-dihydro-isoindol-2-yl)-pyrrolidin-1-yl]-acetylamino}-acetic acid
Conditions | Yield |
---|---|
In acetic acid 1.) 20 deg C, 30 min, 2.) 120 deg C; | 92% |
glycylglycine
[2-Oxo-2-(2-thioxo-thiazolidin-3-yl)-ethyl]-carbamic acid benzyl ester
[2-(2-Benzyloxycarbonylamino-acetylamino)-acetylamino]-acetic acid
Conditions | Yield |
---|---|
Ambient temperature; | 90% |
glycylglycine
N-succinimidyl 3-[3,3-dimethylspiro[2,3-dihydro-1H-indole-2,3'-(3'H-naphtho[2,1-b][1,4]oxazine)]-1-yl]-propionate
3-[3,3-dimethylspiro[2,3-dihydro-1H-indole-2,3'-(3'H-naphtho[2,1-b][1,4]oxazine)]-1-yl]propionylglycylglycine
Conditions | Yield |
---|---|
With sodium hydrogencarbonate In N,N-dimethyl-formamide at 20℃; for 6h; | 90% |
glycylglycine
7-(1H-benzo[d][1,2,3]triazole-1-carbonyl)-5-ethyl-[1,3]dioxolo[4,5-g]quinolin-8(5H)-one
2-[2-(5-ethyl-8-oxo-dihydro-[1,3]dioxolo[4,5-g]quinoline-7-carboxamido)acetamido]-3-acetic acid
Conditions | Yield |
---|---|
With triethylamine In water; acetonitrile at 20℃; for 3h; | 90% |
glycylglycine
1-[(9-fluorenylmethyloxycarbonyl)]benzotriazole
2-[2-{({(9H-fluoren-9-yl)methoxy}carbonyl)amino}acetamido]acetic acid
Conditions | Yield |
---|---|
With triethylamine In water; acetonitrile at 20℃; for 2h; | 90% |
glycylglycine
allyl 1H-benzo[d][1,2,3]triazole-1-carboxylate
2-[2-{({allyloxy}carbonyl)amino}acetamido]acetic acid
Conditions | Yield |
---|---|
With triethylamine In water; acetonitrile at 20℃; for 2h; | 90% |
glycylglycine
(fluorenylmethoxy)carbonyl chloride
2-[2-{({(9H-fluoren-9-yl)methoxy}carbonyl)amino}acetamido]acetic acid
Conditions | Yield |
---|---|
With sodium carbonate In 1,4-dioxane; water at 20℃; for 12h; | 89% |
With sodium carbonate In 1,4-dioxane; water at 20℃; | 77% |
Conditions | Yield |
---|---|
In ethanol; water N compd. dissolved in aq. EtOH (1:2) containing KOH, cooled to room temp., soln. of aromatic compd. in abs. EtOH added slowly with stirring for 1.5 h, aq. soln. of Cu compd. added dropwise, pH adjusted with KOH to 9-10, stirred at 50°C for 8 h; filtered, concd., pptd. with acetone, recrystd. from water/acetone, dried in vac. over P2O5 at 35°C; elem. anal.; | 89% |
glycylglycine
Conditions | Yield |
---|---|
In 1,4-dioxane for 3h; Reflux; | 89% |
glycylglycine
N-phthaloylglycine chloride
N-[N-(N,N-phthaloyl-glycyl)-glycyl]-glycine
Conditions | Yield |
---|---|
Stage #1: glycylglycine With magnesium oxide In water at 25℃; for 4h; Stage #2: N-phthaloylglycine chloride In 1,4-dioxane; water at 25℃; for 2h; | 87% |
With 1,4-dioxane; sodium acetate; acetic acid | |
With water; sodium hydrogencarbonate; benzene |
The Glycylglycine, with the CAS registry number 556-50-3, is also known as [(Ammonioacetyl)amino]acetate. It belongs to the product categories of Biochemistry; Oligopeptides; Peptide Synthesis; Peptide. Its EINECS registry number is 209-127-8. This chemical's molecular formula is C4H8N2O3 and molecular weight is 132.12. Its IUPAC name is called 2-[(2-aminoacetyl)amino]acetic acid.
Physical properties of Glycylglycine: (1)ACD/LogP: -1.85; (2)ACD/LogD (pH 5.5): -4.34; (3)ACD/LogD (pH 7.4): -4.67; (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: 5; (9)#H bond donors: 4; (10)#Freely Rotating Bonds: 4; (11)Index of Refraction: 1.504; (12)Molar Refractivity: 29.3 cm3; (13)Molar Volume: 98.8 cm3; (14)Surface Tension: 60.1 dyne/cm; (15)Density: 1.337 g/cm3; (16)Flash Point: 227.9 °C; (17)Enthalpy of Vaporization: 78.1 kJ/mol; (18)Boiling Point: 453.2 °C at 760 mmHg; (19)Vapour Pressure: 1.78E-09 mmHg at 25°C.
Preparation: this chemical can be prepared by glycine and ethylenediamine. This reaction will need methanol.
Uses of Glycylglycine: it can be used to produce piperazine-2,5-dione at temperature of 150 - 160 °C. This reaction will need reagent diluted hydrochloric acid.
Glycylglycine is the dipeptide of glycine, making it the simplest peptide. Because of its low toxicity, it is useful as a buffer for biological systems with effective ranges between pH 2.5-3.8 and 7.5-8.9, however, it is only moderately stable for storage once dissolved. It is used in the synthesis of more complex peptides. The product is a biochemical reagents which is used for blood preservation and protein cytochrome C and injection of drug and stabilizer in biological research and medicine.
When you are using this chemical, please be cautious about it as the following:
This chemical may cause inflammation to the skin or other mucous membranes. It is irritating to eyes. You must avoid contacting it with skin and eyes. In case of contact with eyes, you should rinse immediately with plenty of water and seek medical advice.
You can still convert the following datas into molecular structure:
(1)Canonical SMILES: C(C(=O)NCC(=O)O)N
(2)InChI: InChI=1S/C4H8N2O3/c5-1-3(7)6-2-4(8)9/h1-2,5H2,(H,6,7)(H,8,9)
(3)InChIKey: YMAWOPBAYDPSLA-UHFFFAOYSA-N
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