2-aminoacetic acid

• ChemBase ID: 31
• Molecular Formular: C2H5NO2
• Molecular Mass: 75.0666
• Monoisotopic Mass: 75.03202841
• SMILES: OC(=O)CN
• Canonical SMILES: NCC(=O)O
• InChI: InChI=1S/C2H5NO2/c3-1-2(4)5/h1,3H2,(H,4,5)
• InChIKey: DHMQDGOQFOQNFH-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-aminoacetic acid
• IUPAC Traditional name: glycine
• Brand Name: Glycolixir; Glycosthene; Gyn-Hydralin; Padil; Aciport; Glicoamin; Glycocoll
• Synonyms: Glycine, ACS; Glycine-2-3H; Glycine; GLYCINE, ELECTROPHORESIS GRADE; Additive Screening Solution 47/Fluka kit no 78374; Glycine solution; Glycine 1 M solution; 2-Aminoacetic acid; Aminoacetic acid; Aminoethanoic acid; Gly; Glycine; Glycolixir; Hampshire Glycine; GLYCINE ACS REAGENT GRADE; 6-Aminopurine HCl; ADENINE HYDROCHLORIDE; Glycocoll; G; GLYCINE FREE ACID; GLYCINE, USP GRADE; Glycinum; Aciport; Glicoamin; Glycosthene; Gyn-Hydralin; H 1; NSC 25936; NSC 2916; NSC 54188; Padil; 2-Aminoacetic acid; H-Gly-OH; 甘氨酸, ACS; 乙氨酸; 氨基乙酸; 氨基醋酸; 甘氨酸; 甘氨酸

Database IDs

• CAS Number: 21931-03-3; 6055-72-7; 56-40-6
• EC Number: 231-791-2; 200-272-2
• MDL Number: MFCD00008131; MFCD00135793
• Beilstein Number: 635782
• Merck Index: 144491
• PubChem SID: 46508219; 24849510; 24873323; 24901611; 24895306; 24895353; 24895210; 24895135; 160963494; 24895290; 24860042; 24865701; 24895355
• PubChem CID: 750
• CHEBI ID: 15428
• ATC CODE: B05CX03
• CHEMBL: 773
• Chemspider ID: 730
• DrugBank ID: DB00145
• FEMA ID: 3287
• IUPHAR ligand ID: 727
• KEGG ID: D00011
• Unique Ingredient Identifier: TE7660XO1C
• Wikipedia Title: Glycine
• Council of Europe Number: 4118
• Flavis Number: 17.034
• E Number: E640

CALCULATED PROPERTIES

JChem

• Acid pKa: 2.307457
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): -3.4094565
• LogD (pH = 7.4): -3.4150424
• Log P: -3.4094596
• Molar Refractivity: 16.0034 cm^3
• Polarizability: 6.549665 Å^3
• Polar Surface Area: 63.32 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: -3.34
• LOG S: 0.87
• Solubility (Water): 5.52e+02 g/l

PROPERTIES

Physical Property

• Solubility: 1 M HCl: soluble1 M at 20 °C, clear, colorless; 1 M HCl: soluble1 M, clear; 1 M HCl: soluble1 M, clear, colorless; 1 M HCl: soluble75 mg/L, clear, colorless (2.252g in 30mL); 24.99 g/100 mL (25 °C) in water; 249 mg/mL at 25 oC [YALKOWSKY,SH & DANNENFELSER,RM (1992)]; H2O: soluble100 mg/mL; hydrochloric acid: soluble1 M at 20 °C, clear; soluble in ethanol, pyridine ; insoluble in ether
• Apperance: Crystalline; powder; Powder; white solid
• Melting Point: ~250 °C (dec.); 182 °C; 233 °C (decomposition); 240 °C (dec.)(lit.); ca 245°C dec.
• Boiling Point: >= 233 °C with decomposition
• Density: 1.03 g/mL at 20 °C; 1.16 g/ml; 1.595; 1.607 g/cm^3
• Absorption Wavelength: A1M/260, 1 M HCl ≤0.01; A1M/280 ≤0.15; A1M/280, 1 M HCl ≤0.01; λ: 260 nm Amax: 0.01; λ: 280 nm Amax: 0.01
• Hydrophobicity(logP): -3.4
• pKa: 2.34 (carboxyl), 9.6 (amino); 2.35; 2.35 (25°C)
• Fluorescence: λex 200-600; λem 300-800 nm (corresponds)
• pH: 5.9-6.4 (20 °C, 5%)
• Organoleptic: sweet

Safety Information

• Storage Condition: Room Temperature (15-30°C)
• RTECS: MB7600000
• European Hazard Symbols: R
• UN Number: 2910
• German water hazard class: 1; 3
• Hazard Class: 7
• TSCA Listed: 是
• LD50: 2600 mg/kg (mouse, oral)
• Personal Protective Equipment: Eyeshields, Gloves; Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• RID/ADR: UN 2910 7
• Storage Temperature: 20-25°C; 2-8°C
• Regulation Compliance: FCC; FDA 21 CFR (170.50); FDA 21 CFR (172.320); FDA 21 CFR (172.812)

Pharmacology Properties

• Gene Information: rat ... Grin2a(24409)
• Allergens: no known allergens

Product Information

• Purity: ≥98.5%; ≥99%; ~99%; >99.5%; ≥98.5%; ≥98.5% (NT); ≥99%; ≥99% (titration); ≥99% (TLC); ≥99.0%; ≥99.0% (NT); 98%; 98.5+%; 99%; 99.5+%; 99.7-101% (calc. to the dried substance); 99-101% (based on anhydrous substance)
• Grade: ACS; ACS reagent; analytical standard; certified reference material; ELECTROPHORESIS; EP; for electrophoresis; for luminescence; for molecular biology; JP; NI; Ph Eur; PharmaGrade; puriss. p.a.; purum; Reag. Ph. Eur.; REAGENT; reagent grade; ReagentPlus®; SAJ special grade; TraceCERT®; USP
• Suitability: complies for appearance of solution; complies for reaction against H2SO4; in accordance for identity (IR); meets EP, JP, USP testing specifications; suitable for cell culture; suitable for manufacturing use
• Ignition Residue: ≤0.05%; ≤0.05% (as SO4); ≤0.1%; ≤0.1% (as SO4)
• Impurities: ≤0.001% heavy metals (as Pb); ≤0.01% Ammonia; ≤0.01% Insoluble matter; ≤0.02% ammonium (NH4); ≤0.1% other ninhydrin-positive substances; ≤0.1% water (Karl Fischer); ≤0.3% foreign amino acids; ≤0.5% other ninhydrin-positive substances; 18.6%±0.2% total nitrogen acc. to Kjeldahl; DNases, none detected; endotoxin, tested; H2SO4, passes test(darkened); Hydrolyzable subsances, passes test; hydrolyzable substances, complies; Insoluble matter, passes filter test; insoluble matter, passes filter test; organic volatile impurities, complies (GC); phosphatases, none detected; proteases, none detected; residual solvents, complies; RNases, none detected
• Cation Traces: Al: ≤0.0005%; Al: ≤5 mg/kg; As: ≤0.00001%; As: ≤0.1 mg/kg; Ba: ≤0.0005%; Ba: ≤5 mg/kg; Bi: ≤0.0005%; Bi: ≤5 mg/kg; Ca: ≤0.001%; Ca: ≤10 mg/kg; Cd: ≤0.0005%; Cd: ≤5 mg/kg; Co: ≤0.0005%; Co: ≤5 mg/kg; Cr: ≤0.0005%; Cr: ≤5 mg/kg; Cu: ≤0.0005%; Cu: ≤5 mg/kg; Fe: ≤0.0005%; Fe: ≤5 mg/kg; heavy metals (as Pb): ≤0.002%; heavy metals (as Pb): ≤20 ppm; K: ≤0.005%; K: ≤50 mg/kg; Li: ≤0.0005%; Li: ≤5 mg/kg; Mg: ≤0.0005%; Mg: ≤5 mg/kg; Mn: ≤0.0005%; Mn: ≤5 mg/kg; Mo: ≤0.0005%; Mo: ≤5 mg/kg; Na: ≤0.005%; Na: ≤50 mg/kg; NH4+: ≤0.005%; NH4+: ≤0.02%; NH4+: ≤200 mg/kg; Ni: ≤0.0005%; Ni: ≤5 mg/kg; Pb: ≤0.0005%; Pb: ≤5 mg/kg; Sr: ≤0.0005%; Sr: ≤5 mg/kg; Zn: ≤0.0005%; Zn: ≤5 mg/kg
• Antion Traces: chloride (Cl-): ≤0.005%; chloride (Cl-): ≤30 mg/kg; chloride (Cl-): ≤50 mg/kg; chloride (Cl-): ≤70 ppm; sulfate (SO42-): ≤0.005%; sulfate (SO42-): ≤20 mg/kg; sulfate (SO42-): ≤50 mg/kg
• Biological Source: from non-animal source
• Loss on Drying: ≤0.05% loss on drying; ≤0.05% loss on drying, 20 °C (HV); ≤0.05% loss on drying, 20°C (HV); ≤0.05% loss on drying, HV, 20 °C; ≤0.2% loss on drying; ≤0.2% loss on drying, 105 °C, 2 h; ≤0.2% loss on drying, 110 °C; ≤0.5% loss on drying, 105°C, 2 h
• Extent of Labeling: 30-60 Ci/mmol
• Quality Level: GMP-COMPENDIA
• Quality: meets analytical specification of Ph. Eur., BP, USP
• λ: 1 M in 1 M HCl
• Pharmacopeia: testing & handling conforms to Pharmacopeia
• Product Line: BioUltra; BioXtra
• Linear Formula: NH2CH2COOH

DETAILS

MP Biomedicals - 04808831

Electrophoresis Grade Purity: > 99.5% Heavy metals (as Pb): 20 ppm Used for preparation of Tris-glycine buffers.

MP Biomedicals - 02194049

ACS Reagent Grade
Purity: >98.5%
Heavy metals (as Pb): 20 ppm

MP Biomedicals - 02194681

Cell Culture Reagent
Crystalline
Free Acid

MP Biomedicals - 02100191

Crystalline

MP Biomedicals - 02194825

Molecular Biology Reagent Purity: 99+% Ideal for all molecular biology applications and buffer preparations.

MP Biomedicals - 02100570

Crystalline
Free Acid

MP Biomedicals - 04808822

Electrophoresis Grade
Purity: > 99.5%
Heavy metals (as Pb): 20 ppm
Used for preparation of Tris-glycine buffers.

MP Biomedicals - 02199462

USP Grade
White crystalline powder

DrugBank - DB00145

• Drug Groups: approved; nutraceutical
• Description: A non-essential amino acid. It is found primarily in gelatin and silk fibroin and used therapeutically as a nutrient. It is also a fast inhibitory neurotransmitter. [PubChem]
• Indication: Supplemental glycine may have antispastic activity. Very early findings suggest it may also have antipsychotic activity as well as antioxidant and anti-inflammatory activities.
• Pharmacology: Helps trigger the release of oxygen to the energy requiring cell-making process; Important in the manufacturing of hormones responsible for a strong immune system.
• Toxicity: ORL-RAT LD₅₀ 7930 mg/kg, SCU-RAT LD₅₀ 5200 mg/kg, IVN-RAT LD₅₀ 2600 mg/kg, ORL-MUS LD₅₀ 4920 mg/kg; Doses of 1 gram daily are very well tolerated. Mild gastrointestinal symptoms are infrequently noted. In one study doses of 90 grams daily were also well tole.
• Affected Organisms: Humans and other mammals
• Biotransformation: Hepatic
• Absorption: Absorbed from the small intestine via an active transport mechanism.
• External Links: Wikipedia; PDRhealth

Sigma Aldrich - G8790

Application
氨基酸可用于细胞培养基的研发以及现有培养基的配制。
Biochem/physiol Actions
脊髓中的抑制性神经递质，NMDA 受体的变构调节剂。

Sigma Aldrich - G7126

Biochem/physiol Actions
Glycine is a non-chiral amino acid that can be synthesized in the body from the amino acid serine by Serine Hydroxymethyltransferase.
脊髓中的抑制性神经递质，NMDA 受体的变构调节剂。
包装
1 kg in poly bottle
10 mg in autosmp vl
100, 500 g in poly bottle
5, 25 kg in poly drum
法律信息
ReagentPlus 注册商标 Sigma-Aldrich Co. LLC

Sigma Aldrich - G5417

Biochem/physiol Actions
Inhibitory neurotransmitter in spinal cord, allosteric regulator of NMDA receptors.
Packaging
Manufactured and Packaged under cGMP

Sigma Aldrich - G3649

包装
serum bottle
Physical form
Aqueous solution containing 2% ethanol

Sigma Aldrich - 50046

Biochem/physiol Actions
Inhibitory neurotransmitter in spinal cord, allosteric regulator of NMDA receptors.
Other Notes
Buffer component in the coupled phosphatase-kinase reaction for end labeling of restriction fragments1; Component of Tris-glycine reservoir buffer used in SDS-polyacrylamide gel electrophoresis in the characterization of in vitro translation products2.

Sigma Aldrich - 241261

Biochem/physiol Actions
Inhibitory neurotransmitter in spinal cord, allosteric regulator of NMDA receptors.
Packaging
50 g in poly bottle

Sigma Aldrich - 94119

Biochem/physiol Actions
Inhibitory neurotransmitter in spinal cord, allosteric regulator of NMDA receptors.

Sigma Aldrich - G8898

Analysis Note
经过检测，可用于 PAGE 电极缓冲液和蛋白质印迹转移缓冲液。
Application
甘氨酸是用于聚丙烯酰胺凝胶电泳的 Tris-甘氨酸和 Tris-甘氨酸-SDS 运行缓冲液的成分1。甘氨酸也是蛋白质印迹 Towbin 转移缓冲液的成分2。
Biochem/physiol Actions
脊髓中的抑制性神经递质，NMDA 受体的变构调节剂。

Sigma Aldrich - 50056

Biochem/physiol Actions
Inhibitory neurotransmitter in spinal cord, allosteric regulator of NMDA receptors.

Sigma Aldrich - 74834

Biochem/physiol Actions
Inhibitory neurotransmitter in spinal cord, allosteric regulator of NMDA receptors.

Sigma Aldrich - G7403

Biochem/physiol Actions
脊髓中的抑制性神经递质，NMDA 受体的变构调节剂。

Sigma Aldrich - 50049

Biochem/physiol Actions
Inhibitory neurotransmitter in spinal cord, allosteric regulator of NMDA receptors.
Other Notes
Commonly used buffer substance in cryoenzymology1; For osmotic pressure maintenance in isoelectric focusing of erythrocytes2; In protein chemistry - salting-in effect3; Growth requirement of various microorganisms4.

Sigma Aldrich - 50052

Biochem/physiol Actions
Inhibitory neurotransmitter in spinal cord, allosteric regulator of NMDA receptors.

Sigma Aldrich - 50058

Biochem/physiol Actions
Inhibitory neurotransmitter in spinal cord, allosteric regulator of NMDA receptors.

Sigma Aldrich - 15527

Biochem/physiol Actions
Inhibitory neurotransmitter in spinal cord, allosteric regulator of NMDA receptors.

Sigma Aldrich - 410225

Biochem/physiol Actions
Inhibitory neurotransmitter in spinal cord, allosteric regulator of NMDA receptors.
Packaging
50, 250 g in poly bottle

Sigma Aldrich - 76524

Analysis Note
This certified reference material (CRM) is produced and certified in accordance with ISO/IEC 17025 and ISO Guide 34. This CRM is traceable to NIST SRM.
Biochem/physiol Actions
Inhibitory neurotransmitter in spinal cord, allosteric regulator of NMDA receptors.
General description
Certified content by quantitative NMR incl. uncertainty and expiry are given in the certificate.Download your certificate at: http://www.sigma-aldrich.com.
Legal Information
TraceCERT is a registered trademark of Sigma-Aldrich Co. LLC

Sigma Aldrich - G6201

Biochem/physiol Actions
Inhibitory neurotransmitter in spinal cord, allosteric regulator of NMDA receptors.

Sigma Aldrich - W328707

Biochem/physiol Actions
Inhibitory neurotransmitter in spinal cord, allosteric regulator of NMDA receptors.
Packaging
1 kg in poly bottle
1 sample in glass bottle
10, 25 kg in fiber drum

Sigma Aldrich - 12-1210

Biochem/physiol Actions
Inhibitory neurotransmitter in spinal cord, allosteric regulator of NMDA receptors.

Sigma Aldrich - 50050

Biochem/physiol Actions
Inhibitory neurotransmitter in spinal cord, allosteric regulator of NMDA receptors.

Sigma Aldrich - 33226

Biochem/physiol Actions
Inhibitory neurotransmitter in spinal cord, allosteric regulator of NMDA receptors.

Toronto Research Chemicals - G615990

Glycine is a non-essential amino acid for human development. Glycine is an inhibitory neurotransmitter in spinal cord, allosteric regulator of NMDA receptors.

REFERENCES

• Scott, D., et al.: J. Neurosci., 21, 3063 (2001)
• Laube, B., et al.: Neuropharmacology, 47, 994 (2001)
• Papadakis, M., et al.: J. Biol. Chem., 279, 14703 (2001)
• Chen, P., et al.: Mol. Pharmacol., 67, 1470 (2001)
• Wolosker, H., et al.: Mol. Neurobiol., 36