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H6027

Sigma-Aldrich

Histatin 5

≥97% (HPLC)

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Empirical Formula (Hill Notation):
C133H195N51O33
CAS Number:
Molecular Weight:
3036.29
MDL number:
UNSPSC Code:
12352202
PubChem Substance ID:

biological source

synthetic (organic)

Quality Level

assay

≥97% (HPLC)

form

powder

mol wt

~_3.0 kDa

solubility

1% acetic acid: 0.5 mg/mL, clear, colorless

UniProt accession no.

storage temp.

−20°C

SMILES string

C[C@H](NC(=O)[C@H](Cc1c[nH]cn1)NC(=O)[C@H](CO)NC(=O)[C@@H](N)CC(O)=O)C(=O)N[C@@H](CCCCN)C(=O)N[C@@H](CCCNC(N)=N)C(=O)N[C@@H](Cc2c[nH]cn2)C(=O)N[C@@H](Cc3c[nH]cn3)C(=O)NCC(=O)N[C@@H](Cc4ccc(O)cc4)C(=O)N[C@@H](CCCCN)C(=O)N[C@@H](CCCNC(N)=N)C(=O)N[C@@H](CCCCN)C(=O)N[C@@H](Cc5ccccc5)C(=O)N[C@@H](Cc6c[nH]cn6)C(=O)N[C@@H](CCC(O)=O)C(=O)N[C@@H](CCCCN)C(=O)N[C@@H](Cc7c[nH]cn7)C(=O)N[C@@H](Cc8c[nH]cn8)C(=O)N[C@@H](CO)C(=O)N[C@@H](Cc9c[nH]cn9)C(=O)N[C@@H](CCCNC(N)=N)C(=O)NCC(=O)N[C@@H](Cc%10ccc(O)cc%10)C(O)=O

InChI

1S/C133H195N51O33/c1-71(164-120(206)96(46-76-54-146-65-158-76)181-128(214)103(62-185)183-110(196)84(138)52-108(193)194)109(195)167-86(18-5-9-35-134)113(199)172-91(24-15-41-154-133(143)144)118(204)178-99(49-79-57-149-68-161-79)125(211)176-95(45-75-53-145-64-157-75)112(198)156-60-105(189)165-93(43-73-25-29-82(187)30-26-73)121(207)173-87(19-6-10-36-135)114(200)171-90(23-14-40-153-132(141)142)115(201)169-88(20-7-11-37-136)116(202)175-94(42-72-16-3-2-4-17-72)122(208)179-97(47-77-55-147-66-159-77)124(210)174-92(33-34-107(191)192)119(205)170-89(21-8-12-38-137)117(203)177-100(50-80-58-150-69-162-80)126(212)180-101(51-81-59-151-70-163-81)127(213)184-104(63-186)129(215)182-98(48-78-56-148-67-160-78)123(209)168-85(22-13-39-152-131(139)140)111(197)155-61-106(190)166-102(130(216)217)44-74-27-31-83(188)32-28-74/h2-4,16-17,25-32,53-59,64-71,84-104,185-188H,5-15,18-24,33-52,60-63,134-138H2,1H3,(H,145,157)(H,146,158)(H,147,159)(H,148,160)(H,149,161)(H,150,162)(H,151,163)(H,155,197)(H,156,198)(H,164,206)(H,165,189)(H,166,190)(H,167,195)(H,168,209)(H,169,201)(H,170,205)(H,171,200)(H,172,199)(H,173,207)(H,174,210)(H,175,202)(H,176,211)(H,177,203)(H,178,204)(H,179,208)(H,180,212)(H,181,214)(H,182,215)(H,183,196)(H,184,213)(H,191,192)(H,193,194)(H,216,217)(H4,139,140,152)(H4,141,142,153)(H4,143,144,154)/t71-,84-,85-,86-,87-,88-,89-,90-,91-,92-,93-,94-,95-,96-,97-,98-,99-,100-,101-,102-,103-,104-/m0/s1

InChI key

KSXBMTJGDUPBBN-VPKNIDFUSA-N

Gene Information

human ... HTN3(3347)

Amino Acid Sequence

Asp-Ser-His-Ala-Lys-Arg-His-His-Gly-Tyr-Lys-Arg-Lys-Phe-His-Glu-Lys-His-His-Ser-His-Arg-Gly-Tyr

Biochem/physiol Actions

The antifungal (Candida, Leishmania) activity of histatin 5 involves penetration of the microbial cell, localization in the mitochondria, and inhibition of F1-F0 ATPase, with rapid depletion of ATP.
A human salivary peptide that inhibits the protease of Bacteroides gingivalis, as well as clostripain.

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


Certificates of Analysis (COA)

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M Nishikata et al.
Biochemical and biophysical research communications, 174(2), 625-630 (1991-01-31)
We examined the effect of histatin 5 from human parotid saliva on various proteases. Histatin 5 strongly inhibited a trypsin-like protease produced by Bacteroides gingivalis with an IC50 value of 55 nM. Clostripain was also inhibited (IC50 = 800 nM).
N M O'Brien-Simpson et al.
Biochemical and biophysical research communications, 250(2), 474-478 (1998-10-01)
The salivary peptide histatin 5 has been reported to be an inhibitor of the Arg- and Lys-specific proteinases of Porphyromonas gingivalis, an oral pathogen associated with periodontitis. In this study a purified P. gingivalis proteinase preparation consisting of a complex
S E Koshlukova et al.
The Journal of biological chemistry, 274(27), 18872-18879 (1999-06-26)
Salivary histatins are potent in vitro antifungal proteins and have promise as therapeutic agents against oral candidiasis. We performed pharmacological studies directed at understanding the biochemical basis of Hst 5 candidacidal activity. Three inhibitors of mitochondrial metabolism: carbonyl cyanide p-chlorophenylhydrazone

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