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MedKoo Cat#: 145191 | Name: Strombine

Description:

WARNING: This product is for research use only, not for human or veterinary use.

Strombine is an imino acid and an acidic opine. Strombine is an anaerobic metabolite that is formed in muscle tissue of several species of invertebrates.

Chemical Structure

Strombine
Strombine
CAS#56857-47-7

Theoretical Analysis

MedKoo Cat#: 145191

Name: Strombine

CAS#: 56857-47-7

Chemical Formula: C5H9NO4

Exact Mass: 147.0532

Molecular Weight: 147.13

Elemental Analysis: C, 40.82; H, 6.17; N, 9.52; O, 43.50

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.
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Related CAS #
No Data
Synonym
Strombine;
IUPAC/Chemical Name
(carboxymethyl)-L-alanine
InChi Key
XYUPSBLFPTWJLC-VKHMYHEASA-N
InChi Code
1S/C5H9NO4/c1-3(5(9)10)6-2-4(7)8/h3,6H,2H2,1H3,(H,7,8)(H,9,10)/t3-/m0/s1
SMILES Code
C[C@H](NCC(O)=O)C(O)=O
Appearance
To be determined
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 -4 C for short term (days to weeks) or -20 C for long term(months to years).
Solubility
To be determined
Shelf Life
>2 years if stored properly
Drug Formulation
To be determined
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 147.13 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
1: Plese B, Schröder HC, Grebenjuk VA, Wegener G, Brandt D, Natalio F, Müller WE. Strombine dehydrogenase in the demosponge Suberites domuncula: characterization and kinetic properties of the enzyme crucial for anaerobic metabolism. Comp Biochem Physiol B Biochem Mol Biol. 2009 Sep;154(1):102-7. doi: 10.1016/j.cbpb.2009.05.008. Epub 2009 May 18. PMID: 19454319. 2: Starkenmann C, Cayeux I, Decorzant E, Yang EX, Niclass Y, Nicolas L. Taste contribution of (R)-strombine to dried scallop. J Agric Food Chem. 2009 Sep 9;57(17):7938-43. doi: 10.1021/jf901553e. PMID: 19663385. 3: Siegmund B, Grieshaber MK. Determination of meso-alanopine and D-strombine by high pressure liquid chromatography in extracts from marine invertebrates. Hoppe Seylers Z Physiol Chem. 1983 Jul;364(7):807-12. doi: 10.1515/bchm2.1983.364.2.807. PMID: 6194095. 4: Fields JH, Eng AK, Ramsden WD, Hochachka PW, Weinstein B. Alanopine and strombine are novel imino acids produced by a dehydrogenase found in the adductor muscle of the oyster, Crassostrea gigas. Arch Biochem Biophys. 1980 Apr 15;201(1):110-4. doi: 10.1016/0003-9861(80)90493-2. PMID: 6156653. 5: Linsmayer LB, Deheyn DD, Tomanek L, Tresguerres M. Dynamic regulation of coral energy metabolism throughout the diel cycle. Sci Rep. 2020 Nov 16;10(1):19881. doi: 10.1038/s41598-020-76828-2. PMID: 33199772; PMCID: PMC7669893. 6: Lee AC, Lee KT, Pan LY. Purification and kinetic characteristics of strombine dehydrogenase from the foot muscle of the hard clam (Meretrix lusoria). Comp Biochem Physiol B Biochem Mol Biol. 2011 Jan;158(1):38-45. doi: 10.1016/j.cbpb.2010.09.003. Epub 2010 Sep 16. PMID: 20851773. 7: Sandee B, Schipper CA, Eertman RH. High-performance liquid chromatographic determination of the imino acids (opines) meso-alanopine and D-strombine in muscle extract of invertebrates. J Chromatogr B Biomed Appl. 1996 Oct 11;685(1):176-80. doi: 10.1016/0378-4347(96)00142-9. PMID: 8930767. 8: Fiore GB, Nicchitta CV, Ellington WR. High-performance liquid chromatographic separation and quantification of alanopine and strombine in crude tissue extracts. Anal Biochem. 1984 Jun;139(2):413-7. doi: 10.1016/0003-2697(84)90027-7. PMID: 6206747. 9: Storey KB, Miller DC, Plaxton WC, Storey JM. Gas-liquid chromatography and enzymatic determination of alanopine and strombine in tissues of marine invertebrates. Anal Biochem. 1982 Sep 1;125(1):50-8. doi: 10.1016/0003-2697(82)90381-5. PMID: 6183991. 10: Vázquez-Dorado S, de Carlos A, Comesaña AS, Sanjuán A. Phylogenetic comparison of opine dehydrogenase sequences from marine invertebrates. Biochem Genet. 2013 Feb;51(1-2):154-65. doi: 10.1007/s10528-012-9551-z. Epub 2012 Nov 2. PMID: 23117699. 11: Venter L, Jansen van Rensburg PJ, Loots DT, Vosloo A, Lindeque JZ. From untargeted LC-QTOF analysis to characterisation of opines in abalone adductor muscle: Theory meets practice. J Chromatogr B Analyt Technol Biomed Life Sci. 2017 Dec 15;1071:44-48. doi: 10.1016/j.jchromb.2017.01.025. Epub 2017 Feb 24. PMID: 28262445. 12: Endo N, Kan-no N, Nagahisa E. Purification, characterization, and cDNA cloning of opine dehydrogenases from the polychaete rockworm Marphysa sanguinea. Comp Biochem Physiol B Biochem Mol Biol. 2007 Jun;147(2):293-307. doi: 10.1016/j.cbpb.2007.01.018. Epub 2007 Feb 1. PMID: 17350870. 13: Starkenmann C, Cayeux I, Birkbeck AA. Exploring natural products for new taste sensations. Chimia (Aarau). 2011;65(6):407-10. doi: 10.2533/chimia.2011.407. PMID: 21797169. 14: Murphy JW, Richmond RH. Changes to coral health and metabolic activity under oxygen deprivation. PeerJ. 2016 Apr 19;4:e1956. doi: 10.7717/peerj.1956. PMID: 27114888; PMCID: PMC4841221. 15: Zachariassen KE, Aunaas T, Børseth JF, Einarson S, Nordtug T, Olsen A, Skjervø G. Physiological parameters in ecotoxicology. Comp Biochem Physiol C Comp Pharmacol Toxicol. 1991;100(1-2):77-9. doi: 10.1016/0742-8413(91)90126-e. PMID: 1677877. 16: Wohlgemuth SE, Taylor AC, Grieshaber MK. Ventilatory and metabolic responses to hypoxia and sulphide in the lugworm Arenicola marina (L.). J Exp Biol. 2000 Oct;203(Pt 20):3177-88. doi: 10.1242/jeb.203.20.3177. PMID: 11003828. 17: Venter L, Loots DT, Mienie LJ, Jansen van Rensburg PJ, Mason S, Vosloo A, Lindeque JZ. Uncovering the metabolic response of abalone (Haliotis midae) to environmental hypoxia through metabolomics. Metabolomics. 2018 Mar 12;14(4):49. doi: 10.1007/s11306-018-1346-8. PMID: 30830330. 18: Meinardus-Hager G, Gäde G. 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. Exp Biol. 1986;45(2):91-110. PMID: 2422053. 19: Sato M, Suzuki S, Yasuda Y, Kawauchi H, Kanno N, Sato Y. Quantitative HPLC analysis of acidic opines by phenylthiocarbamyl derivatization. Anal Biochem. 1988 Nov 1;174(2):623-7. doi: 10.1016/0003-2697(88)90065-6. PMID: 2467579. 20: Haque ME, Fujisawa T, Yamamoto M, Ohmori S. Improved HPLC determination of acidic opines by phenylisothiocyanate derivatization and its application to marine animals. Acta Med Okayama. 2000 Feb;54(1):1-8. doi: 10.18926/AMO/32310. PMID: 10709616.