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S6883

Sigma-Aldrich

Substance P acetate salt hydrate

≥95% (HPLC), powder

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About This Item

Empirical Formula (Hill Notation):
C63H98N18O13S · xC2H4O2 · yH2O
CAS Number:
137348-11-9
Molecular Weight:
1347.63 (anhydrous free base basis)
Beilstein:
5153552
UNSPSC Code:
12352200
PubChem Substance ID:
24899725
NACRES:
NA.32

Quality Level

200

Assay

≥95% (HPLC)

form

powder

mol wt

1348 Da by calculation (Average Mass)

storage condition

(Keep container tightly closed in a dry and well-ventilated place.)

color

white

solubility

0.1 M acetic acid: 1 mg/mL

UniProt accession no.

P20366

storage temp.

−20°C

SMILES string

[H]O[H].CC(O)=O.CSCC[C@H](NC(=O)[C@H](CC(C)C)NC(=O)CNC(=O)[C@@H](Cc1ccccc1)NC(=O)[C@H](Cc2ccccc2)NC(=O)[C@H](CCC(N)=O)NC(=O)[C@H](CCC(N)=O)NC(=O)[C@@H]3CCCN3C(=O)[C@H](CCCCN)NC(=O)[C@@H]4CCCN4C(=O)[C@@H](N)CCCNC(N)=N)C(N)=O

InChI

1S/C63H98N18O13S.C2H4O2.H2O/c1-37(2)33-45(57(89)74-41(53(68)85)27-32-95-3)73-52(84)36-72-54(86)46(34-38-15-6-4-7-16-38)78-58(90)47(35-39-17-8-5-9-18-39)79-56(88)42(23-25-50(66)82)75-55(87)43(24-26-51(67)83)76-59(91)49-22-14-31-81(49)62(94)44(20-10-11-28-64)77-60(92)48-21-13-30-80(48)61(93)40(65)19-12-29-71-63(69)70;1-2(3)4;/h4-9,15-18,37,40-49H,10-14,19-36,64-65H2,1-3H3,(H2,66,82)(H2,67,83)(H2,68,85)(H,72,86)(H,73,84)(H,74,89)(H,75,87)(H,76,91)(H,77,92)(H,78,90)(H,79,88)(H4,69,70,71);1H3,(H,3,4);1H2/t40-,41-,42-,43-,44-,45-,46?,47-,48-,49-;;/m0../s1

InChI key

VHKFRLDSEZYWAC-CIYRQLMPSA-N

Gene Information

human ... TAC1(6863)

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Amino Acid Sequence

Arg-Pro-Lys-Pro-Gln-Gln-Phe-Phe-Gly-Leu-Met-NH2

General description

Research area: Cell Signaling

Substance P is a member of the tachykinin family of peptides. It is encoded by the tachykinin precursor 1 (TAC1) gene mapped to human chromosome 7q21-q22. Substance P is a small peptide produced by macrophages, lymphocytes, eosinophils, dendritic cells and nerves. It is part of the neurokinin group.

Application

Substance P acetate salt hydrate has been:

  • used as a neurokinin 1 (NK1) receptor agonist for the activation of spinal nociceptive circuitry in mice
  • administered in central nucleus (ACE) in rat to study its positive reinforcing effects
  • used in competition binding assays
  • used as an inhibitor of myosin light chain kinase in isolated lymphatic vessels from rat

Biochem/physiol Actions

NK-1 agonist; potent vasodilator and hypotensive agent; induces salivation; increases capillary permeability; induces mast cell degranulation; putative neurotransmitter in sensory (pain) afferents.
Substance P has proinflammatory effects on epithelial and immune cells. It has been associated with inflammatory diseases related to gastrointestinal and respiratory systems. Substance P modulates contractility of smooth muscles, transport of ions in the epithelium, vascular permeability and immune functions in the gut.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Effects of intraplantar botulinum toxin-B on carrageenan-induced changes in nociception and spinal phosphorylation of GluA1 and Akt
Sikandar S, et al.
The European Journal of Neuroscience, 44(1), 1714-1722 (2016)
The effect of capsaicin on substance P expression in pulp tissue inflammation.
Caviedes-Bucheli J
International Endodontic Journal, 38(1), 30-33 (2005)
Inhibition of myosin light chain phosphorylation
Zawieja A, et al.
American Journal of Physiology. Heart and Circulatory Physiology, 297(1), H726-H734 (2009)
D G Snijdelaar et al.
European journal of pain (London, England), 4(2), 121-135 (2000-08-25)
Substance P is considered to be an important neuropeptide in nociceptive processes. Although substance P was described more than 60 years ago, there is still controversy about its exact role in nociception. This article reviews the current knowledge about the
G F Joos et al.
Allergy, 55(4), 321-337 (2000-04-27)
The sensory neuropeptides substance P (SP) and neurokinin A (NKA) are localized to sensory airway nerves, from which they can be released by a variety of stimuli, including allergen, ozone, or inflammatory mediators. Sensory nerves containing these peptides are relatively
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