strombine
glycine, N-(carboxymethyl)-N-methyl- (9CI)
 
Notes:
imino acid produced by a dehydrogenase found in the adductor muscle of the oyster, crassostrea gigas.
  • BOC Sciences
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      Product(s):
      4408-64-4 2,2'-(Methylazanediyl)diacetic acid
       
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      Product(s):
      M2090 N-Methyliminodiacetic Acid >98.0%(GC)(T)
       
Synonyms   Articles   Notes   Search
CAS Number: 4408-64-4Picture of molecule3D/inchi
ECHA EINECS - REACH Pre-Reg: 224-557-6
FDA UNII: SH1YP5H4NA
Nikkaji Web: J135.883I
MDL: MFCD00004284
XlogP3: -3.30 (est)
Molecular Weight: 147.13053000
Formula: C5 H9 N O4
BioActivity Summary: listing
NMR Predictor: Predict (works with chrome or firefox)
Category: natural substances and extractives
 
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
Google Scholar: Search
Google Books: Search
Google Scholar: with word "volatile"Search
Google Scholar: with word "flavor"Search
Google Scholar: with word "odor"Search
Google Patents: Search
US Patents: Search
EU Patents: Search
Pubchem Patents: Search
PubMed: Search
NCBI: Search
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Physical Properties:
Assay: 95.00 to 100.00 % 
Food Chemicals Codex Listed: No
Boiling Point: 332.80 °C. @ 760.00 mm Hg (est)
Flash Point: 311.00 °F. TCC ( 155.10 °C. ) (est)
logP (o/w): -0.910 (est)
Soluble in:
 water, 2.745e+005 mg/L @ 25 °C (est)
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Organoleptic Properties:
 
Odor and/or flavor descriptions from others (if found).
 
 
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Cosmetic Information:
None found
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Suppliers:
BOC Sciences
For experimental / research use only.
2,2'-(Methylazanediyl)diacetic acid
Sigma-Aldrich: Aldrich
For experimental / research use only.
Methyliminodiacetic acid 99%
TCI AMERICA
For experimental / research use only.
N-Methyliminodiacetic Acid >98.0%(GC)(T)
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Safety Information:
Preferred SDS: View
 
Hazards identification
 
Classification of the substance or mixture
GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)
None found.
GHS Label elements, including precautionary statements
 
Pictogram
 
Hazard statement(s)
None found.
Precautionary statement(s)
None found.
Oral/Parenteral Toxicity:
Not determined
Dermal Toxicity:
Not determined
Inhalation Toxicity:
Not determined
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Safety in Use Information:
Category: natural substances and extractives
Recommendation for strombine usage levels up to:
 not for fragrance use.
 
Recommendation for strombine flavor usage levels up to:
 not for flavor use.
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Safety References:
EPI System: View
AIDS Citations: Search
Cancer Citations: Search
Toxicology Citations: Search
EPA ACToR: Toxicology Data
EPA Substance Registry Services (SRS): Registry
Laboratory Chemical Safety Summary : 20441
National Institute of Allergy and Infectious Diseases: Data
WGK Germany: 3
 2-[carboxymethyl(methyl)amino]acetic acid
Chemidplus: 0004408644
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References:
 2-[carboxymethyl(methyl)amino]acetic acid
NIST Chemistry WebBook: Search Inchi
Pubchem (cid): 20441
Pubchem (sid): 134984327
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Other Information:
(IUPAC): Atomic Weights of the Elements 2011 (pdf)
Videos: The Periodic Table of Videos
tgsc: Atomic Weights use for this web site
(IUPAC): Periodic Table of the Elements
CHEMBL: View
HMDB (The Human Metabolome Database): Search
Export Tariff Code: 2922.49.4050
VCF-Online: VCF Volatile Compounds in Food
ChemSpider: View
Wikipedia: View
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Potential Blenders and core components note
 
None Found
 
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Potential Uses:
None Found
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Occurrence (nature, food, other): note
 crassostrea gigas
Search  PMC Picture
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Synonyms:
 methyl iminodiacetic acid
 methyliminodiacetic acid
 acetic acid, (methylimino)di- (8CI)
 glycine, N-(carboxymethyl)-N-methyl- (9CI)
2-[carboxymethyl(methyl)amino]acetic acid
 MIDA
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Articles:
PubMed: MIDA as a simple and highly efficient ligand for palladium-catalyzed Hiyama cross-coupling of aryl halides.
PubMed: Site-differentiated polyboron arenes prepared by direct C-H borylation and their highly selective Suzuki-Miyaura cross-coupling reactions.
PubMed: Synthesis of trans-2-(trifluoromethyl)cyclopropanes via Suzuki reactions with an N-methyliminodiacetic acid boronate.
PubMed: Phylogenetic comparison of opine dehydrogenase sequences from marine invertebrates.
PubMed: One-pot C-N/C-C cross-coupling of methyliminodiacetic acid boronyl arenes enabled by protective enolization.
PubMed: Quaterpyridine ligands for panchromatic Ru(II) dye sensitizers.
PubMed: Concise total synthesis of (-)-myxalamide A.
PubMed: Oxidative Heck Reactions using Aryltrifluoroborates and Aryl N-Methyliminodiacetic Acid (MIDA) Boronates.
PubMed: Exploring natural products for new taste sensations.
PubMed: Identification of octopine dehydrogenase from Mytilus galloprovincialis.
PubMed: Tandem Cycloisomerization/Suzuki Coupling of Arylethynyl MIDA Boronates.
PubMed: Vibrational spectroscopy of N-methyliminodiacetic acid (MIDA)-protected boronate ester: examination of the B-N dative bond.
PubMed: Synthesis and properties of MIDA boronate containing aromatic amino acids: new peptide building blocks.
PubMed: Purification and kinetic characteristics of strombine dehydrogenase from the foot muscle of the hard clam (Meretrix lusoria).
PubMed: Mobility of radionuclides in soil/groundwater system: comparing the influence of EDTA and four of its degradation products.
PubMed: General method for synthesis of 2-heterocyclic N-methyliminodiacetic acid boronates.
PubMed: Total synthesis of (-)-aurantioclavine.
PubMed: Taste contribution of (R)-strombine to dried scallop.
PubMed: Strombine dehydrogenase in the demosponge Suberites domuncula: characterization and kinetic properties of the enzyme crucial for anaerobic metabolism.
PubMed: Photoinduced linkage isomerism of {RuNO}(6) complexes with bioligands and related chelators.
PubMed: Phosphonate- and carboxylate-based chelating agents that solubilize (hydr)oxide-bound MnIII.
PubMed: Purification, characterization, and cDNA cloning of opine dehydrogenases from the polychaete rockworm Marphysa sanguinea.
PubMed: Ruthenium(III) triazacyclononane dithiocarbamate, pyridinecarboxylate, or aminocarboxylate complexes as scavengers of nitric oxide.
PubMed: Ventilatory and metabolic responses to hypoxia and sulphide in the lugworm Arenicola marina (L.).
PubMed: Resistance to freshwater exposure in White Sea Littorina spp. I: Anaerobic metabolism and energetics.
PubMed: Improved HPLC determination of acidic opines by phenylisothiocyanate derivatization and its application to marine animals.
PubMed: High-performance liquid chromatographic determination of the imino acids (opines) meso-alanopine and D-strombine in muscle extract of invertebrates.
PubMed: Rapid Anaerobic Benzene Oxidation with a Variety of Chelated Fe(III) Forms.
PubMed: Measurements of oxygen consumption in Mytilus edulis during exposure to, and recovery from, high sublethal concentrations of formaldehyde, benzene and phenol.
PubMed: Physiological parameters in ecotoxicology.
PubMed: Quantitative HPLC analysis of acidic opines by phenylthiocarbamyl derivatization.
PubMed: Binding properties of aminopolycarboxylato ligands bound to cellulose.
PubMed: The pyruvate branchpoint in the anaerobic energy metabolism of the jumping cockle Cardium tuberculatum L.: D-lactate formation during environmental anaerobiosis versus octopine formation during exercise.
PubMed: Use of methyliminodiacetic acid bound to cellulose for preconcentration and determination of trace-metal cations.
PubMed: The acute toxicity of Bimida, a prospective hepatobiliary scanning agent.
PubMed: History. Development of new radiopharmaceuticals based on N-substitution of iminodiacetic acid. By Michael D. Loberg, Malcolm Cooper, Elizabeth Harvey, Patrick Callery, and William Faith. 1976.
PubMed: High-performance liquid chromatographic separation and quantification of alanopine and strombine in crude tissue extracts.
PubMed: Determination of meso-alanopine and D-strombine by high pressure liquid chromatography in extracts from marine invertebrates.
PubMed: The anaerobic molluscan heart: adaptation to environmental anoxia. Comparison with energy metabolism in vertebrate hearts.
PubMed: Multiple forms of octopine dehydrogenase in Strombus luhuanus (mollusca, gastropoda, strombidae): genetic basis of polymorphism, properties of the enzymes, and relationship between the octopine dehydrogenase phenotype and the accumulation of anaerobic end products during exercise.
PubMed: Gas-liquid chromatography and enzymatic determination of alanopine and strombine in tissues of marine invertebrates.
PubMed: Alanopine and strombine are novel imino acids produced by a dehydrogenase found in the adductor muscle of the oyster, Crassostrea gigas.
PubMed: Tungsten vs. Molybdenum in models for biological systems.
PubMed: Development of new radiopharmaceuticals based on N-substitution of iminodiacetic acid.
PubMed: Biodegradation of nitrilotriacetic acid and related imino aand amino acids in river water.
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