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MedKoo Cat#: 599267 | Name: Histatin 8

Description:

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

Histatin 8 is a hemagglutination inhibiting peptide.

Chemical Structure

Histatin 8
Histatin 8
CAS#127637-03-0

Theoretical Analysis

MedKoo Cat#: 599267

Name: Histatin 8

CAS#: 127637-03-0

Chemical Formula: C30H33FN8O2S

Exact Mass: 1561.7651

Molecular Weight: 1562.72

Elemental Analysis: C, 53.80; H, 6.39; N, 22.41; O, 17.40

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.
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Related CAS #
No Data
Synonym
Histatin 8; Lphglh; Lys-phe-his-glu-lys-his-his-ser-his-arg-gly-tyr;
IUPAC/Chemical Name
(2S,8S,11S,14S,17S,20S,23S,26S)-11,17,20-tris((1H-imidazol-4-yl)methyl)-23-(4-aminobutyl)-26-((S)-2-((S)-2-((S)-2,6-diaminohexanamido)-3-phenylpropanamido)-3-(1H-imidazol-4-yl)propanamido)-8-(3-guanidinopropyl)-2-(4-hydroxybenzyl)-14-(hydroxymethyl)-4,7,10,13,16,19,22,25-octaoxo-3,6,9,12,15,18,21,24-octaazanonacosanedioic acid
InChi Key
JQZXHRXVJFXBKA-HXZHMABRSA-N
InChi Code
InChI=1S/C70H99N25O17/c71-20-6-4-11-46(73)59(101)90-50(23-39-9-2-1-3-10-39)63(105)92-51(25-41-29-76-35-82-41)65(107)89-49(18-19-58(99)100)62(104)88-48(12-5-7-21-72)61(103)91-53(27-43-31-78-37-84-43)66(108)93-54(28-44-32-79-38-85-44)67(109)95-56(34-96)68(110)94-52(26-42-30-77-36-83-42)64(106)87-47(13-8-22-80-70(74)75)60(102)81-33-57(98)86-55(69(111)112)24-40-14-16-45(97)17-15-40/h1-3,9-10,14-17,29-32,35-38,46-56,96-97H,4-8,11-13,18-28,33-34,71-73H2,(H,76,82)(H,77,83)(H,78,84)(H,79,85)(H,81,102)(H,86,98)(H,87,106)(H,88,104)(H,89,107)(H,90,101)(H,91,103)(H,92,105)(H,93,108)(H,94,110)(H,95,109)(H,99,100)(H,111,112)(H4,74,75,80)/t46-,47-,48-,49-,50-,51-,52-,53-,54-,55-,56-/m0/s1
SMILES Code
OC1=CC=C(C=C1)C[C@@H](C(O)=O)NC(CNC([C@H](CCCNC(N)=N)NC([C@H](CC2=CNC=N2)NC([C@H](CO)NC([C@H](CC3=CNC=N3)NC([C@H](CC4=CNC=N4)NC([C@H](CCCCN)NC([C@H](CCC(O)=O)NC([C@H](CC5=CNC=N5)NC([C@H](CC6=CC=CC=C6)NC([C@H](CCCCN)N)=O)=O)=O)=O)=O)=O)=O)=O)=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
>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
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 1,562.72 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: Imamura Y, Wang PL, Masuno K, Sogawa N. Salivary protein histatin 3 regulates cell proliferation by enhancing p27(Kip1) and heat shock cognate protein 70 ubiquitination. Biochem Biophys Res Commun. 2016 Feb 5;470(2):269-274. doi: 10.1016/j.bbrc.2016.01.072. Epub 2016 Jan 14. PubMed PMID: 26775844. 2: Imamura Y, Wang PL. Salivary histatin 3 inhibits heat shock cognate protein 70-mediated inflammatory cytokine production through toll-like receptors in human gingival fibroblasts. J Inflamm (Lond). 2014 Feb 4;11(1):4. doi: 10.1186/1476-9255-11-4. PubMed PMID: 24495360; PubMed Central PMCID: PMC3922778. 3: Oudhoff MJ, Blaauboer ME, Nazmi K, Scheres N, Bolscher JG, Veerman EC. The role of salivary histatin and the human cathelicidin LL-37 in wound healing and innate immunity. Biol Chem. 2010 May;391(5):541-8. doi: 10.1515/BC.2010.057. PubMed PMID: 20302519. 4: Konopka K, Dorocka-Bobkowska B, Gebremedhin S, Düzgüneş N. Susceptibility of Candida biofilms to histatin 5 and fluconazole. Antonie Van Leeuwenhoek. 2010 May;97(4):413-7. doi: 10.1007/s10482-010-9417-5. Epub 2010 Feb 6. PubMed PMID: 20140514. 5: Puri S, Edgerton M. How does it kill?: understanding the candidacidal mechanism of salivary histatin 5. Eukaryot Cell. 2014 Aug;13(8):958-64. doi: 10.1128/EC.00095-14. Epub 2014 Jun 20. Review. PubMed PMID: 24951439; PubMed Central PMCID: PMC4135785. 6: Boink MA, Roffel S, Nazmi K, van Montfrans C, Bolscher JG, Gefen A, Veerman EC, Gibbs S. The Influence of Chronic Wound Extracts on Inflammatory Cytokine and Histatin Stability. PLoS One. 2016 Mar 28;11(3):e0152613. doi: 10.1371/journal.pone.0152613. eCollection 2016. PubMed PMID: 27018788; PubMed Central PMCID: PMC4809600. 7: van Dijk IA, Nazmi K, Bolscher JG, Veerman EC, Stap J. Histatin-1, a histidine-rich peptide in human saliva, promotes cell-substrate and cell-cell adhesion. FASEB J. 2015 Aug;29(8):3124-32. doi: 10.1096/fj.14-266825. Epub 2015 Apr 22. PubMed PMID: 25903106. 8: Imatani T, Kato T, Minaguchi K, Okuda K. Histatin 5 inhibits inflammatory cytokine induction from human gingival fibroblasts by Porphyromonas gingivalis. Oral Microbiol Immunol. 2000 Dec;15(6):378-82. PubMed PMID: 11154435. 9: Raj PA, Marcus E, Sukumaran DK. Structure of human salivary histatin 5 in aqueous and nonaqueous solutions. Biopolymers. 1998;45(1):51-67. PubMed PMID: 9433185. 10: Tati S, Jang WS, Li R, Kumar R, Puri S, Edgerton M. Histatin 5 resistance of Candida glabrata can be reversed by insertion of Candida albicans polyamine transporter-encoding genes DUR3 and DUR31. PLoS One. 2013 Apr 22;8(4):e61480. doi: 10.1371/journal.pone.0061480. Print 2013. PubMed PMID: 23613860; PubMed Central PMCID: PMC3632557. 11: Bolscher JG, Oudhoff MJ, Nazmi K, Antos JM, Guimaraes CP, Spooner E, Haney EF, Garcia Vallejo JJ, Vogel HJ, van't Hof W, Ploegh HL, Veerman EC. Sortase A as a tool for high-yield histatin cyclization. FASEB J. 2011 Aug;25(8):2650-8. doi: 10.1096/fj.11-182212. Epub 2011 Apr 27. PubMed PMID: 21525488. 12: Sun X, Salih E, Oppenheim FG, Helmerhorst EJ. Kinetics of histatin proteolysis in whole saliva and the effect on bioactive domains with metal-binding, antifungal, and wound-healing properties. FASEB J. 2009 Aug;23(8):2691-701. doi: 10.1096/fj.09-131045. Epub 2009 Apr 1. PubMed PMID: 19339663; PubMed Central PMCID: PMC2717783. 13: Xu T, Telser E, Troxler RF, Oppenheim FG. Primary structure and anticandidal activity of the major histatin from parotid secretion of the subhuman primate, Macaca fascicularis. J Dent Res. 1990 Nov;69(11):1717-23. PubMed PMID: 2229609. 14: Helmerhorst EJ, van't Hof W, Breeuwer P, Veerman EC, Abee T, Troxler RF, Amerongen AV, Oppenheim FG. Characterization of histatin 5 with respect to amphipathicity, hydrophobicity, and effects on cell and mitochondrial membrane integrity excludes a candidacidal mechanism of pore formation. J Biol Chem. 2001 Feb 23;276(8):5643-9. Epub 2000 Nov 30. Erratum in: J Biol Chem 2001 May 18;276(20):17620. PubMed PMID: 11099499. 15: Fitzgerald-Hughes DH, Coleman DC, O'Connell BC. Differentially expressed proteins in derivatives of Candida albicans displaying a stable histatin 3-resistant phenotype. Antimicrob Agents Chemother. 2007 Aug;51(8):2793-800. Epub 2007 May 7. PubMed PMID: 17485506; PubMed Central PMCID: PMC1932542. 16: Jiang Y, Wang XY, Luo XD. [Influence of histatin 1 on the proliferation and migration of HaCaT cells]. Zhonghua Shao Shang Za Zhi. 2012 Jun;28(3):207-12. Chinese. PubMed PMID: 22967976. 17: Tsai H, Bobek LA. Studies of the mechanism of human salivary histatin-5 candidacidal activity with histatin-5 variants and azole-sensitive and -resistant Candida species. Antimicrob Agents Chemother. 1997 Oct;41(10):2224-8. PubMed PMID: 9333052; PubMed Central PMCID: PMC164097. 18: Valentijn-Benz M, Nazmi K, Brand HS, van't Hof W, Veerman EC. Growth of Candida albicans in human saliva is supported by low-molecular-mass compounds. FEMS Yeast Res. 2015 Dec;15(8). pii: fov088. doi: 10.1093/femsyr/fov088. Epub 2015 Sep 20. PubMed PMID: 26392045. 19: Ruissen AL, Groenink J, Van't Hof W, Walgreen-Weterings E, van Marle J, van Veen HA, Voorhout WF, Veerman EC, Nieuw Amerongen AV. Histatin 5 and derivatives. Their localization and effects on the ultra-structural level. Peptides. 2002 Aug;23(8):1391-9. PubMed PMID: 12182939. 20: Oido-Mori M, Rezzonico R, Wang PL, Kowashi Y, Dayer JM, Baehni PC, Chizzolini C. Porphyromonas gingivalis gingipain-R enhances interleukin-8 but decreases gamma interferon-inducible protein 10 production by human gingival fibroblasts in response to T-cell contact. Infect Immun. 2001 Jul;69(7):4493-501. PubMed PMID: 11401991; PubMed Central PMCID: PMC98524.

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