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Key Documents

D9549

Sigma-Aldrich

[Phe4]-Dermorphin fragment 1-4 amide

≥97% (HPLC)

Synonym(s):

TAPP, Tyr-D-Ala-Phe-Phe-NH2

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About This Item

Empirical Formula (Hill Notation):
C30H35N5O5
CAS Number:
Molecular Weight:
545.63
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:

assay

≥97% (HPLC)

storage temp.

−20°C

SMILES string

CC(NC(=O)C(N)Cc1ccc(O)cc1)C(=O)NC(Cc2ccccc2)C(=O)NC(Cc3ccccc3)C(N)=O

Gene Information

Biochem/physiol Actions

Selective μ opiate receptor agonist; lipophilic peptide that appears to cross the blood-brain barrier.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


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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J Gutkowska et al.
British journal of pharmacology, 119(2), 239-244 (1996-09-01)
1. The effect of i.v. administration of TAPP, a highly selective and exclusively peripherally-acting mu-opioid receptor agonist, on urine output, urinary sodium, potassium and cyclic GMP, and on plasma immunoreactive atrial natriuretic factor (IR-ANF) levels was studied in conscious normally
M Spetea et al.
Peptides, 19(6), 1091-1098 (1998-08-13)
Opioid receptor binding properties of [3H]Tyr-D-Ala-Phe-Phe-NH2 (TAPP) were characterized in rat brain and Chinese hamster ovary (CHO) cells expressing the rat mu-receptor. In rat brain, [3H]TAPP labeled a single class of opioid sites with a dissociation constant (Kd) of 0.31
P W Schiller et al.
Journal of medicinal chemistry, 32(3), 698-703 (1989-03-01)
According to the membrane compartment concept the receptor specificity of ligands is based not only on ligand-receptor complementarity but also on specific ligand-membrane interactions. Elaboration of this concept for opioid peptide-receptor interactions had led to the assumption that mu- and
Sana S Dastgheyb et al.
Clinical orthopaedics and related research, 473(9), 2865-2873 (2015-04-22)
Allograft bone is commonly used to augment bone stock. Unfortunately, allograft is prone to bacterial contamination and current antimicrobial therapies are inadequate. Photoactivated porphyrins combat bacterial growth by production of reactive oxygen species (ROS); however, to our knowledge, they have

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