32467-88-2|Acv tripeptide|(S)-2-amino-6-(((R)-1-(((R)-1-carboxy-2-methylpropyl)amino)-3-mercapto-1-oxopropan-2-yl)amino)-6-oxohexanoic acid|-范德生物科技公司

Acv tripeptide

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names：
(S)-2-amino-6-(((R)-1-(((R)-1-carboxy-2-methylpropyl)amino)-3-mercapto-1-oxopropan-2-yl)amino)-6-oxohexanoic acid
CAS号：
32467-88-2
MDL Number：
MF(分子式)： C14H25N3O6S MW(分子量)： 363.42
EINECS: Reaxys Number:
Pubchem ID: Brand:BIOFOUNT

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询价

中文别名	Acv tripeptide
英文别名	Acv tripeptide; Acv [MI]; Tripeptides, acv;
CAS号	32467-88-2
SMILES	CC(C)[C@H](C(O)=O)NC([C@H](CS)NC(CCC[C@H](N)C(O)=O)=O)=O
Inchi	InChI=1S/C14H25N3O6S/c1-7(2)11(14(22)23)17-12(19)9(6-24)16-10(18)5-3-4-8(15)13(20)21/h7-9,11,24H,3-6,15H2,1-2H3,(H,16,18)(H,17,19)(H,20,21)(H,22,23)/t8-,9-,11+/m0/s1
InchiKey	BYEIJZFKOAXBBV-ATZCPNFKSA-N
分子式 Formula	C14H25N3O6S
分子量 Molecular Weight	363.42
闪点 FP
熔点 Melting point
沸点 Boiling point
Polarizability极化度
密度 Density
蒸汽压 Vapor Pressure
溶解度Solubility
性状	Solid powder
储藏条件 Storage conditions	Dry, dark and store at 0-4℃ for short term (days to weeks) or -20℃ for long term (Store correctly 2-3years).

产品说明	Acv tripeptide(CAS:32467-88-2):仅限应用于工业或者科学研究过程中非医疗目的，不应用于人类或动物的临床诊断以及治过程疗，该产品非药用，非食用。
Introduction	Acv tripeptide is a key precursor in penicillin and cephalosporin biosyntheses.
Application1
Application2
Application3

警示图
危险性	Warning
危险性警示
安全声明
安全防护
备注

[1]McNeill LA, Brown TJN, Sami M, Clifton IJ, Burzlaff NI, Claridge TDW, Adlington RM, Baldwin JE, Rutledge PJ, Schofield CJ. Terminally Truncated Isopenicillin N Synthase Generates a Dithioester Product: Evidence for a Thioaldehyde Intermediate during Catalysis and a New Mode of Reaction for Non-Heme Iron Oxidases. Chemistry. 2017 Sep 18;23(52):12815-12824. doi: 10.1002/chem.201701592. Epub 2017 Aug 2[1]PubMed PMID: 28703303; PubMed Central PMCID: PMC5637899.

[2]Tahlan K, Moore MA, Jensen SE. δ-(L-α-aminoadipyl)-L-cysteinyl-D-valine synthetase (ACVS): discovery and perspectives. J Ind Microbiol Biotechnol. 2017 May;44(4-5):517-524. doi: 10.1007/s10295-016-1850-7. Epub 2016 Oct 20. Review. PubMed PMID: 27766439.

[3] Tamanaha E, Zhang B, Guo Y, Chang WC, Barr EW, Xing G, St Clair J, Ye S, Neese F, Bollinger JM Jr, Krebs C. Spectroscopic Evidence for the Two C-H-Cleaving Intermediates of Aspergillus nidulans Isopenicillin N Synthase. J Am Chem Soc. 2016 Jul 20;138(28):8862-74. doi: 10.1021/jacs.6b04065. Epub 2016 Jul 5. PubMed PMID: 27193226; PubMed Central PMCID: PMC4956533.

[4] Diez-Torrubia A, Cabrera S, de Castro S, García-Aparicio C, Mulder G, De Meester I, Camarasa MJ, Balzarini J, Velázquez S. Novel water-soluble prodrugs of acyclovir cleavable by the dipeptidyl-peptidase IV (DPP IV/CD26) enzyme. Eur J Med Chem. 2013;70:456-68. doi: 10.1016/j.ejmech.2013.10.001. Epub 2013 Oct 9. PubMed PMID: 24185376.

[5] Clifton IJ, Ge W, Adlington RM, Baldwin JE, Rutledge PJ. The crystal structure of an isopenicillin N synthase complex with an ethereal substrate analogue reveals water in the oxygen binding site. FEBS Lett. 2013 Aug 19;587(16):2705-9. doi: 10.1016/j.febslet.2013.07.016. Epub 2013 Jul 13. PubMed PMID: 23860486.

6: Daruzzaman A, Clifton IJ, Adlington RM, Baldwin JE, Rutledge PJ. The interaction of isopenicillin N synthase with homologated substrate analogues δ-(L-α-aminoadipoyl)-L-homocysteinyl-D-Xaa characterised by protein crystallography. Chembiochem. 2013 Mar 18;14(5):599-606. doi: 10.1002/cbic.201200728. Epub 2013 Mar 6. PubMed PMID: 23468426.7: Daruzzaman A, Clifton IJ, Adlington RM, Baldwin JE, Rutledge PJ. The crystal structure of isopenicillin N synthase with a dipeptide substrate analogue. Arch Biochem Biophys. 2013 Feb 1;530(1):48-53. doi: 10.1016/j.abb.2012.12.012. Epub 2012 Dec 19. PubMed PMID: 23262315.8: Fernández-Aguado M, Teijeira F, Martín JF, Ullán RV. A vacuolar membrane protein affects drastically the biosynthesis of the ACV tripeptide and the beta-lactam pathway of Penicillium chrysogenum. Appl Microbiol Biotechnol. 2013 Jan;97(2):795-808. doi: 10.1007/s00253-012-4256-0. Epub 2012 Jul 11. PubMed PMID: 22777282.9: Wu X, García-Estrada C, Vaca I, Martín JF. Motifs in the C-terminal region of the Penicillium chrysogenum ACV synthetase are essential for valine epimerization and processivity of tripeptide formation. Biochimie. 2012 Feb;94(2):354-64. doi: 10.1016/j.biochi.2011.08.002. Epub 2011 Aug 27. PubMed PMID: 21889568.10: Clifton IJ, Ge W, Adlington RM, Baldwin JE, Rutledge PJ. Isopenicillin N synthase binds δ-(L-α-aminoadipoyl)-L-cysteinyl-D-thia-allo-isoleucine through both sulfur atoms. Chembiochem. 2011 Aug 16;12(12):1881-5. doi: 10.1002/cbic.201100149. Epub 2011 Jun 15. PubMed PMID: 21678539.1

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