Tunicamycin V | CAS#66054-36-2 | Tunicamycin isomer mixture

MedKoo Cat#: 462649 | Name: Tunicamycin V

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Description:

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

Tunicamycin V is a mixture of tunicamycin structural isomers that contains a 15-carbon N-acyl chain with variable branching patterns.

Chemical Structure

Tunicamycin V

CAS#66054-36-2

Theoretical Analysis

MedKoo Cat#: 462649

Name: Tunicamycin V

CAS#: 66054-36-2

Chemical Formula: C38H62N4O16

Exact Mass: 830.4161

Molecular Weight: 830.93

Elemental Analysis: C, 54.93; H, 7.52; N, 6.74; O, 30.81

Price and Availability

Size	Price	Availability	Quantity
1mg	USD 650.00	2 Weeks

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Related CAS #

No Data

Synonym

Tunicamycin A; Tunicamycin B1;

IUPAC/Chemical Name

(E)-N-((2S,3R,4R,5R,6R)-2-(((2R,3R,4R,5S,6R)-3-acetamido-4,5-dihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)-6-((R)-2-((2R,3S,4R,5R)-5-(2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)-3,4-dihydroxytetrahydrofuran-2-yl)-2-hydroxyethyl)-4,5-dihydroxytetrahydro-2H-pyran-3-yl)-13-methyltetradec-2-enamide

InChi Key

MEYZYGMYMLNUHJ-DIRMKAHISA-N

InChi Code

InChI=1S/C38H62N4O16/c1-19(2)13-11-9-7-5-4-6-8-10-12-14-24(46)40-27-31(51)28(48)22(55-37(27)58-36-26(39-20(3)44)30(50)29(49)23(18-43)56-36)17-21(45)34-32(52)33(53)35(57-34)42-16-15-25(47)41-38(42)54/h12,14-16,19,21-23,26-37,43,45,48-53H,4-11,13,17-18H2,1-3H3,(H,39,44)(H,40,46)(H,41,47,54)/b14-12+/t21-,22-,23-,26-,27-,28+,29-,30-,31-,32+,33-,34-,35-,36-,37+/m1/s1

SMILES Code

CC(CCCCCCCCC/C=C/C(N[C@@H]1[C@H]([C@H]([C@H](O[C@H]1O[C@H]2O[C@@H]([C@H]([C@@H]([C@H]2NC(C)=O)O)O)CO)C[C@H]([C@H]3O[C@@H](N4C=CC(NC4=O)=O)[C@@H]([C@@H]3O)O)O)O)O)=O)C

Appearance

Solid powder

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

Soluble in DMSO

Shelf Life

>3 years if stored properly

Drug Formulation

This drug may be formulated in DMSO

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

Instruction

View handling instruction

Preparing Stock Solutions

The following data is based on the product molecular weight 830.93 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.

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: Mitachi K, Mingle D, Kurosu M. An improved total synthesis of tunicamycin V. MethodsX. 2023 Feb 26;10:102095. doi: 10.1016/j.mex.2023.102095. PMID: 36911209; PMCID: PMC9995453. 2: Mitachi K, Mingle D, Effah W, Sánchez-Ruiz A, Hevener KE, Narayanan R, Clemons WM Jr, Sarabia F, Kurosu M. Concise Synthesis of Tunicamycin V and Discovery of a Cytostatic DPAGT1 Inhibitor. Angew Chem Int Ed Engl. 2022 Aug 1;61(31):e202203225. doi: 10.1002/anie.202203225. Epub 2022 Jun 10. PMID: 35594368; PMCID: PMC9329268. 3: Ichikawa S. [Bridge between Total Synthesis of Bioactive Natural Products and Development of Drug Leads]. Yakugaku Zasshi. 2022;142(4):355-363. Japanese. doi: 10.1248/yakushi.21-00185-2. PMID: 35370192. 4: Yamamoto K, Katsuyama A, Ichikawa S. Structural requirement of tunicamycin V for MraY inhibition. Bioorg Med Chem. 2019 Apr 15;27(8):1714-1719. doi: 10.1016/j.bmc.2019.02.035. Epub 2019 Mar 2. PMID: 30850266. 5: Yamamoto K, Yakushiji F, Matsumaru T, Ichikawa S. Total Synthesis of Tunicamycin V. Org Lett. 2018 Jan 5;20(1):256-259. doi: 10.1021/acs.orglett.7b03623. Epub 2017 Dec 19. PMID: 29256622.