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D144

Sigma-Aldrich

DALDA

>96%, solid

Synonym(s):

[D-Arg2, Lys4]-Dermorphin-(1-4)-amide

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About This Item

Empirical Formula (Hill Notation):
C30H44N8O6
CAS Number:
118476-85-0
Molecular Weight:
612.72
MDL number:
MFCD00144042
UNSPSC Code:
12352200
PubChem Substance ID:
24893439

assay

>96%

form

solid

color

white

storage temp.

−20°C

SMILES string

NCCCCC(NC(=O)C(Cc1ccccc1)NC(=O)C(CCCNC(N)=N)NC(=O)C(N)Cc2ccc(O)cc2)C(N)=O

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Amino Acid Sequence

Tyr-D-Arg-Phe-Lys-NH2

Biochem/physiol Actions

Highly selective μ opioid receptor agonist.

Storage Class

8B - Non-combustible corrosive hazardous materials

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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Claire L Neilan et al.
The Journal of pharmacology and experimental therapeutics, 306(2), 430-436 (2003-03-29)
The dermorphin-derived peptide [Dmt1]DALDA (H-Dmt-d-Arg-Phe-Lys-NH2; Dmt, 2',6'-dimethyltyrosine) labels mu-opioid receptors with high affinity and selectivity in receptor binding assays. In previous studies, [Dmt1]DALDA displayed a mechanism of action distinct from that of morphine, as evidenced by its insensitivity to antisense
D Philippe et al.
Gut, 55(6), 815-823 (2005-11-22)
Recent studies with mu opioid receptor (MOR) deficient mice support a physiological anti-inflammatory effect of MOR at the colon interface. To better understand the potential pharmacological effect of certain opiates in inflammatory bowel diseases (IBD), we (1) evaluated the regulation
Irena Berezowska et al.
Peptides, 24(8), 1195-1200 (2003-11-13)
H-Dmt-D-Arg-Phe-Lys-NH2 (Dmt=2',6'-dimethyltyrosine) ([Dmt1] DALDA) is a highly potent and selective micro opioid peptide agonist capable of producing an antinociceptive effect after systemic administration. Fluorescent analogues of [Dmt1] DALDA containing either beta-dansyl-L-alpha,beta-diaminopropionic acid [Dap(dns)] or beta-anthraniloyl-L-alpha,beta-diaminopropionic acid [Dap(atn)] in place of
P W Schiller et al.
The journal of peptide research : official journal of the American Peptide Society, 65(6), 556-563 (2005-05-12)
The dermorphin-derived tetrapeptide H-Dmt-d-Arg-Phe-Lys-NH(2) (Dmt = 2',6'-dimethyltyrosine) ([Dmt(1)]DALDA) is a highly potent and selective mu-opioid agonist capable of crossing the blood-brain barrier and producing a potent, centrally mediated analgesic effect when given systemically. For the purpose of biodistribution studies by
Guo-Min Zhao et al.
The Journal of pharmacology and experimental therapeutics, 302(1), 188-196 (2002-06-18)
Recent studies suggest that delta-opioid receptors play a role in the development of opioid tolerance and led us to hypothesize that highly selective mu-opioid agonists may produce less tolerance. H-2',6'-dimethyltyrosine-D-Arg-Phe-Lys-NH(2) ([Dmt(1)]DALDA) has extraordinary selectivity for mu-receptors (K(i)(delta)/K(i)(mu) > 14,000). Daily
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