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Key Documents

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:
Molecular Weight:
612.72
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:

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 Code

8B - Non-combustible corrosive hazardous materials

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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Damien J Keating et al.
The Journal of physiology, 555(Pt 2), 489-502 (2004-01-16)
Before the preganglionic regulation of the adrenal medulla is established, hypoxia acts directly on the chromaffin cells to evoke the secretion of catecholamines. This direct action of hypoxia is suppressed by the gradual development of the preganglionic innervation and we
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
Yong Ben et al.
British journal of pharmacology, 143(8), 987-993 (2004-11-24)
Previously, we reported that H-2',6'-dimethyltyrosine [Dmt(1)]-d-Arg-Phe-Lys-NH(2) (DALDA), an analogue of the naturally occurring opioid peptide dermorphin, is a highly potent and selective mu receptor agonist with low cross-tolerance to morphine. In the present study, we investigated the effect of treating
Pal Riba et al.
Current medicinal chemistry, 9(1), 31-39 (2002-02-28)
The clinical effectiveness of morphine is limited by several side effects, including the development of tolerance and dependence. Most of these side effects are believed to be mediated by central opioid receptors; therefore, hydrophilic opioids, which don't cross the blood-brain
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

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