Neurotensin-related hexapeptide

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MedKoo CAT#: 598377

CAS#: 85213-84-9

Description: Neurotensin-related hexapeptide is found in retinal ganglion cells and in their central projections in pigeons. Neurotensin-related hexapeptide may be utilized as a neuroactive substance by the central terminals of numerous retinal ganglion cells in birds.


Price and Availability

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Pricing updated 2020-10-31. Prices are subject to change without notice.

Neurotensin-related hexapeptide is not in stock, may be available through custom synthesis. For cost-effective reason, minimum 1 gram order is requested. The product will be characterized by NMR, HPLC and MS analysis. Purity (HPLC) is usually >98%. CoA, QC data, MSDS will be provided when product is successfully made. The estimated lead time is 2-3 months. Please send email to sales@medkoo.com to inquire quote.


Chemical Structure

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Theoretical Analysis

MedKoo Cat#: 598377
Name: Neurotensin-related hexapeptide
CAS#: 85213-84-9
Chemical Formula: C36H58N8O9
Exact Mass: 746.4327
Molecular Weight: 746.9
Elemental Analysis: C, 57.89; H, 7.83; N, 15.00; O, 19.28


Synonym: Neurotensin-related hexapeptide; Lant-6; Lysyl-asparaginyl-prolyl-tyrosyl-isoleucyl-leucinol;

IUPAC/Chemical Name: L-lysyl-L-asparaginyl-L-prolyl-L-tyrosyl-L-isoleucyl-L-leucine

InChi Key: VKJAQCBNNAUEKB-YYNHRMGXSA-N

InChi Code: InChI=1S/C36H58N8O9/c1-5-21(4)30(34(50)42-27(36(52)53)17-20(2)3)43-32(48)25(18-22-11-13-23(45)14-12-22)40-33(49)28-10-8-16-44(28)35(51)26(19-29(39)46)41-31(47)24(38)9-6-7-15-37/h11-14,20-21,24-28,30,45H,5-10,15-19,37-38H2,1-4H3,(H2,39,46)(H,40,49)(H,41,47)(H,42,50)(H,43,48)(H,52,53)/t21-,24-,25-,26-,27-,28-,30-/m0/s1

SMILES Code: CC(C)C[C@@H](C(O)=O)NC([C@H]([C@@H](C)CC)NC([C@H](CC1=CC=C(O)C=C1)NC([C@H]2N(C([C@H](CC(N)=O)NC([C@H](CCCCN)N)=O)=O)CCC2)=O)=O)=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).

HS Tariff Code:
2934.99.03.00


References

1: Reiner A. The neurotensin-related hexapeptide LANT6 is found in retinal ganglion cells and in their central projections in pigeons. Vis Neurosci. 1992 Sep-Oct;9(3-4):217-23. PubMed PMID: 1390381.

2: Tanaka M, Nakao N, Yamamoto I, Tsushima N, Ohta Y. Changes in expression levels of neurotensin precursor and receptor mRNA in chicken intestinal tissues and liver during late embryonic and early posthatching development. Poult Sci. 2013 Oct;92(10):2765-71. doi: 10.3382/ps.2012-02939. PubMed PMID: 24046425.

3: Masuda K, Iwakoshi-Ukena E, Bessho Y, Taniuchi S, Maejima S, Shikano K, Kondo K, Furumitsu M, Ukena K. Identification of neurotensin and LANT-6 and localization of mRNA encoding their precursor in the chicken brain. Zoolog Sci. 2014 Jun;31(6):353-9. doi: 10.2108/zs140010. PubMed PMID: 24882095.

4: Reiner A, Carraway RE. Phylogenetic conservatism in the presence of a neurotensin-related hexapeptide in neurons of globus pallidus. Brain Res. 1985 Aug 26;341(2):365-71. PubMed PMID: 3899274.

5: Reiner A, Anderson KD. Co-occurrence of gamma-aminobutyric acid, parvalbumin and the neurotensin-related neuropeptide LANT6 in pallidal, nigral and striatal neurons in pigeons and monkeys. Brain Res. 1993 Oct 8;624(1-2):317-25. PubMed PMID: 8252409.

6: Carraway RE, Ferris CF. Isolation, biological and chemical characterization, and synthesis of a neurotensin-related hexapeptide from chicken intestine. J Biol Chem. 1983 Feb 25;258(4):2475-9. PubMed PMID: 6822571.

7: Gilbert JA, Richelson E. LANT-6, xenopsin and neuromedin N stimulate cyclic GMP at neurotensin receptors. Eur J Pharmacol. 1986 Oct 7;129(3):379-83. PubMed PMID: 3023108.

8: Veenman CL, Karle EJ, Anderson KD, Reiner A. Thalamostriatal projection neurons in birds utilize LANT6 and neurotensin: a light and electron microscopic double-labeling study. J Chem Neuroanat. 1995 Jul;9(1):1-16. PubMed PMID: 8527034.

9: Coquerel A, Dubuc I, Kitaegi P, Costentin J. Potentiation by thiorphan and bestatin of the naloxone-insensitive analgesic effects of neurotensin and neuromedin n. Neurochem Int. 1988;12(3):361-6. PubMed PMID: 20501239.

10: Mogard MH, Kobayashi R, Chen CF, Lee TD, Reeve JR Jr, Shively JE, Walsh JH. The amino acid sequence of kinetensin, a novel peptide isolated from pepsin-treated human plasma: homology with human serum albumin, neurotensin and angiotensin. Biochem Biophys Res Commun. 1986 May 14;136(3):983-8. PubMed PMID: 3087352.

11: Reiner A, Carraway RE. Immunohistochemical and biochemical studies on Lys8-Asn9-neurotensin8-13 (LANT6)-related peptides in the basal ganglia of pigeons, turtles, and hamsters. J Comp Neurol. 1987 Mar 15;257(3):453-76. PubMed PMID: 3558899.

12: Carraway RE, Mitra SP, Duke GE. A common precursor to neurotensin and LANT6 and its differential processing in chicken tissues. Peptides. 1993 Nov-Dec;14(6):1245-51. PubMed PMID: 8134307.

13: Kitabgi P, Checler F, Vincent JP. Comparison of some biological properties of neurotensin and its natural analogue LANT-6. Eur J Pharmacol. 1984 Apr 6;99(4):357-60. PubMed PMID: 6329790.

14: Eldred WD, Isayama T, Reiner A, Carraway R. Ganglion cells in the turtle retina contain the neuropeptide LANT-6. J Neurosci. 1988 Jan;8(1):119-32. PubMed PMID: 3339403.

15: Northcutt RG. Telencephalic organization in the spotted African Lungfish, Protopterus dolloi: a new cytological model. Brain Behav Evol. 2009;73(1):59-80. doi: 10.1159/000204963. Epub 2009 Feb 27. PubMed PMID: 19246896.

16: Reiner A. A LANT6-like substance that is distinct from neuromedin N is present in pallidal and striatal neurons in monkeys. Brain Res. 1987 Sep 29;422(1):186-91. PubMed PMID: 3119150.

17: Carraway RE, Ruane SE, Ritsema RS. Radioimmunoassay for Lys8, Asn9, neurotensin 8-13: tissue and subcellular distribution of immunoreactivity in chickens. Peptides. 1983 Jan-Feb;4(1):111-6. PubMed PMID: 6866805.

18: Reiner A, Laverghetta AV, Meade CA, Cuthbertson SL, Bottjer SW. An immunohistochemical and pathway tracing study of the striatopallidal organization of area X in the male zebra finch. J Comp Neurol. 2004 Feb 2;469(2):239-61. PubMed PMID: 14694537.

19: Reiner A, Northcutt RG. An immunohistochemical study of the telencephalon of the African lungfish, Protopterus annectens. J Comp Neurol. 1987 Feb 15;256(3):463-81. PubMed PMID: 2437161.

20: Li HB, Lam DM. Localization of neuropeptide-immunoreactive neurons in the human retina. Brain Res. 1990 Jul 2;522(1):30-6. PubMed PMID: 1699634.