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[D-Pro4,D-Trp7,9,Nle11]-Substance P (4-11) is an eight-residue modified Substance P fragment developed as a peptide tachykinin antagonist.
The analog combines D-Pro4 and D-Trp7,9 stereochemical substitutions with a Met11 → Nle replacement, producing a molecule that differs from native Substance P in both receptor pharmacology and C-terminal oxidation behavior.
Product Information
| Product Name | [D-Pro4,D-Trp7,9,Nle11]-Substance P (4-11) |
| Catalog No. | AS2359 |
| CAS No. | 89430-34-2 |
| Sequence | D-Pro-Gln-Gln-D-Trp-Phe-D-Trp-Leu-Nle-NH2 |
| Peptide Length | 8 residues |
| Molecular Formula | C58H77N13O10 |
| Molecular Weight | Approximately 1116.3 Da |
| Key Modifications | D-Pro4; D-Trp7; D-Trp9; Nle11 |
| C-Terminus | Nle-NH2 |
| Pharmacological Profile | Peptide NK1 / tachykinin antagonist |
D-Amino Acids and Nle11 in an SP(4-11) Antagonist
The peptide retains the C-terminal eight-residue length of Substance P while making several coordinated modifications. D-Pro and D-Trp residues alter stereochemistry at positions involved in receptor recognition, while Nle replaces the oxidation-sensitive terminal methionine.
This combination was part of an early strategy for converting C-terminal Substance P fragments from agonist scaffolds into peptide antagonists.
Experimental Interpretation
Classical studies used this peptide to inhibit Substance P-associated responses in smooth-muscle, vascular and neural systems. Historical peptide antagonists can nevertheless display tissue-dependent activity because early tachykinin assays contained heterogeneous receptor populations.
We therefore recommend reporting the tissue, species and agonist used in antagonist experiments rather than describing a single historical potency value as universally applicable to NK1.
Research Applications
The peptide can support NK1 antagonist research, classical tachykinin pharmacology, Substance P SAR and studies of D-amino-acid substitution in peptide antagonists.
The Nle11 substitution also eliminates methionine oxidation at the C-terminal position.
Frequently Asked Questions
Is this a Substance P agonist or antagonist?
It was developed and characterized primarily as a peptide Substance P / NK1 antagonist.
Why is Nle11 included?
Nle provides a hydrophobic C-terminal residue without the sulfur atom responsible for methionine oxidation.
How many D-amino acids are present?
Three: D-Pro4, D-Trp7 and D-Trp9.