MedKoo Cat#: 596822 | Name: Tunicamine

Description:

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

Tunicamine is a reversible inhibitor of polyprenol-phosphate.

Chemical Structure

Tunicamine
Tunicamine
CAS#66054-53-3

Theoretical Analysis

MedKoo Cat#: 596822

Name: Tunicamine

CAS#: 66054-53-3

Chemical Formula: C11H21NO9

Exact Mass: 311.1216

Molecular Weight: 311.29

Elemental Analysis: C, 42.44; H, 6.80; N, 4.50; O, 46.26

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.
Bulk Inquiry
Related CAS #
No Data
Synonym
Tunicamine;
IUPAC/Chemical Name
(2R,3R,4R,5S,7S,8S,9S,10S)-2-amino-3,4,5,7,8,9,10-heptahydroxyundecanedial
InChi Key
WYCVCBXIFGHWMA-JHYMKVEASA-N
InChi Code
InChI=1S/C11H21NO9/c12-4(2-13)8(18)9(19)5(15)1-6(16)10(20)11(21)7(17)3-14/h2-11,15-21H,1,12H2/t4-,5-,6-,7+,8+,9+,10-,11+/m0/s1
SMILES Code
O=C[C@H](N)[C@H]([C@H](O)[C@H](C[C@H](O)[C@H](O)[C@H](O)[C@H](O)C=O)O)O
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
>2 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

Preparing Stock Solutions

The following data is based on the product molecular weight 311.29 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: Chamba A, Holder MJ, Barnes NM, Gordon J. Characterisation of the endogenous human peripheral serotonin transporter SLC6A4 reveals surface expression without N-glycosylation. J Neuroimmunol. 2008 Nov 15;204(1-2):75-84. doi: 10.1016/j.jneuroim.2008.07.014. PubMed PMID: 18783838. 2: Price NP, Tsvetanova B. Biosynthesis of the tunicamycins: a review. J Antibiot (Tokyo). 2007 Aug;60(8):485-91. Review. PubMed PMID: 17827659. 3: Xu L, Appell M, Kennedy S, Momany FA, Price NP. Conformational analysis of chirally deuterated tunicamycin as an active site probe of UDP-N-acetylhexosamine:polyprenol-P N-acetylhexosamine-1-P translocases. Biochemistry. 2004 Oct 26;43(42):13248-55. PubMed PMID: 15491132. 4: Lengwehasatit I, Dickson AJ. Analysis of the role of GADD153 in the control of apoptosis in NS0 myeloma cells. Biotechnol Bioeng. 2002 Dec 30;80(7):719-30. PubMed PMID: 12402318. 5: Tsvetanova BC, Kiemle DJ, Price NP. Biosynthesis of tunicamycin and metabolic origin of the 11-carbon dialdose sugar, tunicamine. J Biol Chem. 2002 Sep 20;277(38):35289-96. Epub 2002 Jul 1. PubMed PMID: 12093793. 6: Karpiesiuk W, Banaszek A. Stereoselective syntheses of the O,N-protected subunits of the tunicamycins. Carbohydr Res. 1997 Apr 30;299(4):245-52. PubMed PMID: 9175272. 7: Ramza J, Zamojski A. The synthesis of 5-C-(6-deoxy-1,2:3,4-di-O-isopropylidene-alpha-D-galactopyranos-6-yl)-2 ,3-O-isopropylidene-D-allo-pentofuranose [deaminotri-O-isopropylidene tunicamine]. Carbohydr Res. 1992 Apr 10;228(1):205-16. PubMed PMID: 1516087.