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

MedKoo CAT#: 598747

CAS#: 26041-51-0

Description: N-Acetylthyroxine is a Thyroxine analogue, a thyroid hormone for use in diagnosing and treating diabetes.


Price and Availability

Size
Price

500mg
USD 460
Size
Price

1g
USD 790
Size
Price

5g
USD 2850

N-Acetylthyroxine purity > 98%, is in stock. Current shipping out time is about 2 weeks after order is received. CoA, QC data and MSDS documents are available in one week after order is received.


Chemical Structure

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Theoretical Analysis

MedKoo Cat#: 598747
Name: N-Acetylthyroxine
CAS#: 26041-51-0
Chemical Formula: C17H13I4NO5
Exact Mass: 818.6972
Molecular Weight: 818.91
Elemental Analysis: C, 24.93; H, 1.60; I, 61.99; N, 1.71; O, 9.77


Synonym: N-Acetylthyroxine; N-Acetyl-T4; N-Acetyl-L-thyroxine;

IUPAC/Chemical Name: (S)-2-acetamido-3-(4-(4-hydroxy-3,5-diiodophenoxy)-3,5-diiodophenyl)propanoic acid

InChi Key: NERGVJCCFAPEMR-AWEZNQCLSA-N

InChi Code: InChI=1S/C17H13I4NO5/c1-7(23)22-14(17(25)26)4-8-2-12(20)16(13(21)3-8)27-9-5-10(18)15(24)11(19)6-9/h2-3,5-6,14,24H,4H2,1H3,(H,22,23)(H,25,26)/t14-/m0/s1

SMILES Code: O=C(O)[C@H](CC1=CC(I)=C(OC2=CC(I)=C(O)C(I)=C2)C(I)=C1)NC(C)=O


Technical Data

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).

Harmonized System Code:
2934.99.03.00


References

1: Zhang Y, Yuan S, Lu R, Yu A. Ultrafast fluorescence quenching dynamics of Atto655 in the presence of N-acetyltyrosine and N-acetyltryptophan in aqueous solution: proton-coupled electron transfer versus electron transfer. J Phys Chem B. 2013 Jun 20;117(24):7308-16. doi: 10.1021/jp404466f. Epub 2013 Jun 11. PubMed PMID: 23721323.

2: Neuhäuser M, Welsch B, Bässler B. [Utilization of N-acetylated amino acids in solutions for intravenous feeding. Cleavage of N-acetyltyrosine and N-acetylcysteine in rat tissues]. Z Ernahrungswiss. 1982 Mar;21(1):21-6. German. PubMed PMID: 6803462.

3: Napolitano MJ, Green BJ, Nicoson JS, Margerum DW. Chlorine dioxide oxidations of tyrosine, N-acetyltyrosine, and dopa. Chem Res Toxicol. 2005 Mar;18(3):501-8. PubMed PMID: 15777090.

4: Drabik G, Naskalski JW. Chlorination of N-acetyltyrosine with HOCl, chloramines, and myeloperoxidase-hydrogen peroxide-chloride system. Acta Biochim Pol. 2001;48(1):271-5. PubMed PMID: 11440179.

5: George ST, Balasubramanian AS. The N alpha-acetylenkephalin carboxypeptidase activity of N-acetyltyrosine deacetylase from monkey kidney. Purification, characterization and substrate specificity. Biochem J. 1983 Feb 1;209(2):471-9. PubMed PMID: 6405738; PubMed Central PMCID: PMC1154114.

6: Shaw AA, Falick AM, Shetlar MD. Photoreactions of thymine and thymidine with N-acetyltyrosine. Biochemistry. 1992 Nov 17;31(45):10976-83. PubMed PMID: 1445836.

7: Butler AR, Rutherford TJ, Short DM, Ridd JH. Application of chemically induced dynamic nuclear polarization to the nitration of N-acetyltyrosine and to some reactions of peroxynitrite. Nitric Oxide. 2000 Oct;4(5):472-82. PubMed PMID: 11020336.

8: Mrozek J, Rzeska A, Guzow K, Karolczak J, Wiczk W. Influence of alkyl group on amide nitrogen atom on fluorescence quenching of tyrosine amide and N-acetyltyrosine amide. Biophys Chem. 2004 Oct 1;111(2):105-13. PubMed PMID: 15381308.

9: Dubovský J, Dubovská E. The excretion of N-acetyltyrosine in tyrosyluria. Clin Chim Acta. 1965 Jul;12(1):118-9. PubMed PMID: 5853522.

10: Druml W, Lochs H, Roth E, Hübl W, Balcke P, Lenz K. Utilization of tyrosine dipeptides and acetyltyrosine in normal and uremic humans. Am J Physiol. 1991 Feb;260(2 Pt 1):E280-5. PubMed PMID: 1996632.

11: Kang K, Kong K, Park S, Natsagdorj U, Kim YS, Back K. Molecular cloning of a plant N-acetylserotonin methyltransferase and its expression characteristics in rice. J Pineal Res. 2011 Apr;50(3):304-9. doi: 10.1111/j.1600-079X.2010.00841.x. Epub 2011 Jan 6. PubMed PMID: 21210840.

12: Domazou AS, Gebicka L, Didik J, Gebicki JL, van der Meijden B, Koppenol WH. The kinetics of the reaction of nitrogen dioxide with iron(II)- and iron(III) cytochrome c. Free Radic Biol Med. 2014 Apr;69:172-80. doi: 10.1016/j.freeradbiomed.2014.01.014. Epub 2014 Jan 18. PubMed PMID: 24447894.

13: Jellum E, Horn L, Thoresen O, Kvittingen EA, Stokke O. Urinary excretion of N-acetyl amino acids in patients with some inborn errors of amino acid metabolism. Scand J Clin Lab Invest Suppl. 1986;184:21-6. PubMed PMID: 3473611.

14: Stanca-Kaposta EC, Carçabal P, Cocinero EJ, Hurtado P, Simons JP. Carbohydrate-aromatic interactions: vibrational spectroscopy and structural assignment of isolated monosaccharide complexes with p-hydroxy toluene and N-acetyl l-tyrosine methylamide. J Phys Chem B. 2013 Jul 11;117(27):8135-42. doi: 10.1021/jp404527s. Epub 2013 Jun 28. PubMed PMID: 23773008.

15: Pravdivtsev AN, Yurkovskaya AV, Ivanov KL, Vieth HM. Importance of polarization transfer in reaction products for interpreting and analyzing CIDNP at low magnetic fields. J Magn Reson. 2015 May;254:35-47. doi: 10.1016/j.jmr.2015.02.008. Epub 2015 Mar 7. PubMed PMID: 25797825.

16: Nishiyama T, Kimura N, Jitsuhara Y, Uchida M, Ochi F, Yamaguchi H. N-Glycans protect proteins from protease digestion through their binding affinities for aromatic amino acid residues. J Biochem. 2000 Mar;127(3):427-33. PubMed PMID: 10731714.

17: Kahn V, Ben-Shalom N. N-acetyl-L-tyrosine (NAT) as a substrate for mushroom tyrosinase. Pigment Cell Res. 1998 Feb;11(1):24-33. PubMed PMID: 9523332.

18: Lehnig M. 15N chemically induced dynamic nuclear polarization during reaction of N-acetyl-L-tyrosine with the nitrating systems nitrite/hydrogen peroxide/horseradish peroxidase and nitrite/hypochloric acid. Arch Biochem Biophys. 2001 Sep 15;393(2):245-54. PubMed PMID: 11556811.

19: Neuhäuser M, Wandira JA, Göttmann U, Bässler KH, Langer K. Utilization of N-acetyl-L-tyrosine and glycyl-L-tyrosine during long-term parenteral nutrition in the growing rat. Am J Clin Nutr. 1985 Oct;42(4):585-96. PubMed PMID: 3931451.

20: Magnusson I, Ekman L, Wångdahl M, Wahren J. N-acetyl-L-tyrosine and N-acetyl-L-cysteine as tyrosine and cysteine precursors during intravenous infusion in humans. Metabolism. 1989 Oct;38(10):957-61. PubMed PMID: 2507878.