ChemicalBook > CAS DataBase List > D-ARG-PRO-LYS-PRO-GLN-GLN-D-TRP-PHE-D-TRP-LEU-LEU-NH2 HYDROCHLORIDE

D-ARG-PRO-LYS-PRO-GLN-GLN-D-TRP-PHE-D-TRP-LEU-LEU-NH2 HYDROCHLORIDE

Product Name
D-ARG-PRO-LYS-PRO-GLN-GLN-D-TRP-PHE-D-TRP-LEU-LEU-NH2 HYDROCHLORIDE
CAS No.
91224-37-2
Chemical Name
D-ARG-PRO-LYS-PRO-GLN-GLN-D-TRP-PHE-D-TRP-LEU-LEU-NH2 HYDROCHLORIDE
Synonyms
SPANTIDE;SPANTIDE I;(D-Arg1,D-Trp7;SPANTIDE HYDROCHLORIDE;M.W. 1497.80 C75H108N20O13;1-Arg-7,9-Trp-11-Leu-substance p;(D-ARG1,D-TRP7,9,LEU11)-SUBSTANCE P;(D-Arg?,D-Trp?·?,Leu??)-Substance P;[D-Arg1,D-Trp7,9,L-Leu11]substance P;Substance p, Arg(1)-Trp(7,9)-Leu(11)-
CBNumber
CB2230566
Molecular Formula
C75H108N20O13
Formula Weight
1497.79
MOL File
91224-37-2.mol
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D-ARG-PRO-LYS-PRO-GLN-GLN-D-TRP-PHE-D-TRP-LEU-LEU-NH2 HYDROCHLORIDE Property

Density 
1.43±0.1 g/cm3(Predicted)
storage temp. 
−20°C
pka
13.31±0.20(Predicted)
form 
Powder
color 
White to off-white
Water Solubility 
Soluble to 1 mg/ml in water
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Safety

WGK Germany 
3
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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

Tocris
Product number
1784
Product name
SpantideI
Packaging
1
Price
$161
Updated
2021/12/16
Usbiological
Product number
S5370
Product name
Spantide I
Packaging
1mg
Price
$389
Updated
2021/12/16
Biosynth Carbosynth
Product number
FA108555
Product name
(D-Arg1,D-Trp7·9,Leu11)-Substance P H-D-Arg-Pro-Lys-Pro-Gln-Gln-D-Trp-Phe-D-Trp-Leu-Leu-NH2
Packaging
5mg
Price
$420
Updated
2021/12/16
American Custom Chemicals Corporation
Product number
PEP0003817
Product name
SPANTIDE I
Purity
95.00%
Packaging
1MG
Price
$591.82
Updated
2021/12/16
Biosynth Carbosynth
Product number
FA108555
Product name
(D-Arg1,D-Trp7·9,Leu11)-Substance P H-D-Arg-Pro-Lys-Pro-Gln-Gln-D-Trp-Phe-D-Trp-Leu-Leu-NH2
Packaging
10mg
Price
$730
Updated
2021/12/16
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D-ARG-PRO-LYS-PRO-GLN-GLN-D-TRP-PHE-D-TRP-LEU-LEU-NH2 HYDROCHLORIDE Chemical Properties,Usage,Production

Uses

Spantide I, a substance P analog, is a selective NK1 receptor antagonist, with Ki values of 230 nM and 8150 nM for NK1 and NK2 receptor, respectively. Spantide I provides an approach to reduce type 1 and enhance the type 2 cytokine IL-10 in the infected cornea, leading to a significant reduction in corneal perforation[1][2][3].

in vivo

Spantide I (50 and 100 nM perfused through the cerebral ventricles) causes a complete respiratory arrest in all of the examined animals[2].
Spantide I (36 μg/mouse, ip daily) significantly decreases the number of perforated corneas, bacterial counts, and PMNs. Spantide I also downregulates the mRNA levels for type I cytokines (e.g., IFN-γ) as well as MIP-2, IL-6, TNF-α, and IL-1β[3].

Animal Model:Female, 8-week-old C57BL/6 (B6) and BALB/c mice[3].
Dosage:36 μg/mouse.
Administration:IP on days -1 and 0 (day of infection) and daily through 5 days pi (post infection).
Result:At 3 and 5 days pi, compound-treated mice had significantly less severe ocular disease than did the PBS-treated mice.
Contained significantly fewer PMNs than the corneas of PBS-treated mice at 3 and 5 days pi.
Significantly reduced levels of corneal TNF-α mRNA at 3 and 5 days pi.
Significantly reduced the level of IL-18 mRNA at 1 day pi.

IC 50

NK1: 230 nM (Ki); NK2: 8150 nM (Ki)

References

[1] J C Beaujouan, et al. Higher potency of RP 67580, in the mouse and the rat compared with other nonpeptide and peptide tachykinin NK1 antagonists. Br J Pharmacol. 1993 Mar;108(3):793-800. DOI:10.1111/j.1476-5381.1993.tb12880.x
[2] M Zubrzycka, et al. Comparison of antagonistic properties of substance P analogs, spantide I, II and III, on evoked tongue jerks in rats. Endocr Regul. 2000 Mar;34(1):13-8. PMID:10808247
[3] Linda D Hazlett, et al. Spantide I decreases type I cytokines, enhances IL-10, and reduces corneal perforation in susceptible mice after Pseudomonas aeruginosa infection. Invest Ophthalmol Vis Sci. 2007 Feb;48(2):797-807. DOI:10.1167/iovs.06-0882

D-ARG-PRO-LYS-PRO-GLN-GLN-D-TRP-PHE-D-TRP-LEU-LEU-NH2 HYDROCHLORIDE Preparation Products And Raw materials

Raw materials

Preparation Products

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D-ARG-PRO-LYS-PRO-GLN-GLN-D-TRP-PHE-D-TRP-LEU-LEU-NH2 HYDROCHLORIDE Suppliers

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91224-37-2, D-ARG-PRO-LYS-PRO-GLN-GLN-D-TRP-PHE-D-TRP-LEU-LEU-NH2 HYDROCHLORIDERelated Search:


  • [D-ARG1,D-TRP7,9,LEU11]-SUBSTANCE P HYDROCHLORIDE
  • (D-ARG1,D-TRP7,9,LEU11)-SUBSTANCE P
  • D-ARG-PRO-LYS-PRO-GLN-GLN-D-TRP-PHE-D-TRP-LEU-LEU-NH2
  • D-ARG-PRO-LYS-PRO-GLN-GLN-D-TRP-PHE-D-TRP-LEU-LEU-NH2 HYDROCHLORIDE
  • H-D-ARG-PRO-LYS-PRO-GLN-GLN-D-TRP-PHE-D-TRP-LEU-LEU-NH2
  • (D-arg1,D-trp7,9,leu11)-substance P*acetate
  • D-ARG1,D-TRP7,9,LEU11]-SUBSTANCE P (SPANTIDE)
  • M.W. 1497.80 C75H108N20O13
  • [D-Arg1,D-Trp7,9,L-Leu11]substance P
  • D-Arg-L-Pro-L-Lys-L-Pro-L-Gln-L-Gln-D-Trp-L-Phe-D-Trp-L-Leu-L-Leu-NH2
  • D-Arg-L-Pro-L-Lys-L-Pro-L-Glu(NH2)-L-Glu(NH2)-D-Trp-L-Phe-D-Trp-L-Leu-L-Leu-NH2
  • 1-Arg-7,9-Trp-11-Leu-substance p
  • L-Leucinamide, D-arginyl-L-prolyl-L-lysyl-L-prolyl-L-glutaminyl-L-glutaminyl-D-tryptophyl-L-phenylalanyl-D-tryptophyl-L-leucyl-
  • Substance p, 1-D-arginine-7-D-tryptophan-9-D-tryptophan-11-D-leucine-
  • Substance p, Arg(1)-Trp(7,9)-Leu(11)-
  • Substance p, arginyl(1)-tryptophyl(7,9)-leucine(11)-
  • (D-Arg1,D-Trp7
  • (D-Arg1,D-Trp7·9,Leu11)-Substance P, Spantide I
  • SUBSTANCE P, [D-ARG1, D-TRP7,9, LEU11]
  • SPANTIDE HYDROCHLORIDE
  • SPANTIDE I
  • SPANTIDE
  • (D-Arg1,D-Trp7·9,Leu11)-Substance P H-D-Arg-Pro-Lys-Pro-Gln-Gln-D-Trp-Phe-D-Trp-Leu-Leu-NH2
  • (D-Arg?,D-Trp?·?,Leu??)-Substance P
  • 91224-37-2
  • C75H108N20O13
  • Antagonist
  • Biochemicals and Reagents
  • Amino Acids and Peptides
  • BioChemical
  • Peptides
  • Tachykinins
  • Tachykinin receptor