DPDPE | 88373-73-3

DPDPE Properties

RTECS	YV9461100
storage temp.	−20°C
solubility	Water:10.0(Max Conc. mg/mL);0.15(Max Conc. mM)
form	Solid
Water Solubility	Soluble to 1 mg/ml in water

SAFETY

Risk and Safety Statements

WGK Germany	3

DPDPE price More Price(23)

Manufacturer	Product number	Product description	CAS number	Packaging	Price	Updated	Buy
Sigma-Aldrich	E3888	[D-Pen2,5]-Enkephalin hydrate ≥95% (HPLC)	88373-73-3	1mg	$94.8	2024-03-01	Buy
Sigma-Aldrich	E3888	[D-Pen2,5]-Enkephalin hydrate ≥95% (HPLC)	88373-73-3	5mg	$666	2024-03-01	Buy
Sigma-Aldrich	5.08160	DPDPE - CAS 88373-73-3 - Calbiochem	88373-73-3	1MG	$121	2022-05-15	Buy
Alfa Aesar	J66293	DPDPE	88373-73-3	1mg	$62.3	2023-06-20	Buy
Alfa Aesar	J66293	DPDPE	88373-73-3	5mg	$259	2023-06-20	Buy

Product number	Packaging	Price	Buy
E3888	1mg	$94.8	Buy
E3888	5mg	$666	Buy
5.08160	1MG	$121	Buy
J66293	1mg	$62.3	Buy
J66293	5mg	$259	Buy

DPDPE Chemical Properties,Uses,Production

Discovery

Endogenous morphines first isolated from the brain, enkephalin pentapeptides are associated with nociception by analgesic functions. There are two types of ENK peptides: methionine ENK (Met-ENK, [Met⁵]-ENK) and leucine ENK (Leu-ENK, [Leu⁵]-ENK). The isolation of these peptides from the porcine brain was first reported in 1975.

Structure

The amino acid sequences of Met-ENK (Tyr-Gly-Gly-Phe-Met) and Leu-ENK (Tyr-Gly-Gly-Phe-Leu) are common in mammals. These are generated from the common precursor proenkephalin (PENK or, alternatively, proenkephalin-A [PENK-A]) by proteolytic cleavage. In addition to Met-ENK and Leu-ENK, several distinct PENK-derived peptides with C-terminal or N-terminal extensions are present in the bovine brain. In mammals, including humans, PENK contains six copies of Met-ENK and one copy of Leu-ENK, whereas in amphibians, lungfish, and sharks, PENK contains seven Met-ENK sequences. In contrast, zebrafish PENK contains five copies of Met-ENK and one copy of Leu-ENK.
amino acid sequences

Gene, mRNA, and precursor

The human PENK gene, PENK, location 8q23-q24, consists of three exons and has transcription elements such as ENKCRE-1 and ENKCRE-2. The latter acts as an enhancer. A glucocorticoid response element is also present. Human prePENK is composed of 267 aa residues. A signal peptide consisting of 24 aa residues is followed by a cysteine-containing N-terminal sequence and the region containing the repeated ENK sequences.

Receptors

Met-ENK and Leu-ENK are agonists for the δ-opioid receptor (DOR, also known as δ receptor, DOR-1, OP1, etc.) or μ-opioid receptor (MOR; also known as μ receptor, MOR-1, OP3, etc.), both of which are the subtypes of opioid receptors that belong to the GPCR family. Human DOR is located on chromosome 1 (1p36.1-p34.3). MetENK also interacts with a nonclassical opioid receptor called the opioid growth factor receptor.

Clinical implications

Although MOR agonists are the most commonly used drugs for the treatment of pain, mu agonists show variable efficacy in the treatment of chronic pain, partly because of the development of tolerance. Delta-opioid agonists have been shown to have beneficial effects in chronic pain and emotional disorders, and may potentially be used for treatment in these symptoms.Acute alcohol intoxication stimulates the release of the endogenous opioid peptides β-endorphin, enkephalin, and dynorphin, and nonselective antagonists for opioid receptors reduce alcohol consumption in humans as well as alcohol consumption and self-administration in rats. Selective antagonists of MOR and DOR have been shown to reduce alcohol self-administration. Thus, MOR and DOR are viable targets for reducing the positive reinforcing effects of alcohol in nondependent cohorts.

Agonists and Antagonists

DSLET, diprenorphine, DADLE, (-)-bremazocine, DPDPE, nalmefene, hydromorphone, and morphine are agonists. Naltriben, naltrindole, naltrexone, quadazocine, alvimopan, and naloxone are antagonists.

Biological functions

The effects of morphine represent the functions of endogenous opioid peptides via DOR, KOR, and MOR. In the central nervous system, morphine causes analgesia, euphoria, sedation, miosis (constriction of the pupils), truncal rigidity, nausea, and vomiting, and decreases the rate of respiration and the cough reflex. In the gastrointestinal system, morphine causes constipation, constriction of the biliary smooth muscle, and esophageal reflux, and reduces gastric motility, digestion in the small intestine, and peristaltic waves in the colon. In other smooth muscles, morphine causes urinary retention, depresses renal function, and decreases uterine tone. In the skin, morphine causes itching, sweating, and flushing of the face, neck, and thorax. In the cardiovascular system, morphine decreases blood pressure and the heart rate if the cardiovascular system is stressed. In the immune system, morphine decreases the cytotoxic activity of natural killer cells and the formation of rosettes by human lymphocytes. Morphine also induces behavioral restlessness. Pharmacological studies using both delta agonists and delta antagonists in rodents show that the anxiolytic activity of the opioid tone is mediated by DOR. Although Met-ENK was originally identified as a neuromodulator that interacts with DOR, this peptide was subsequently revealed to be a tonically active regulator of cell proliferation as well.

Synthesis and release

In the rat, glucocorticoid is required for the maintenance of basal Penk mRNA expression in the forebrain, and insulin injection induces an increase in mRNA levels in the adrenal medulla. In humans, as in rats, Met-ENK that is probably derived from the adrenal medulla is present in the circulation. Acupuncture relief of chronic pain syndrome correlates with increased plasma Met-ENK concentration, whereas the level of plasma Met-ENK in chronic alcoholics is reduced.

Uses

[D-Pen^2,5]-Enkephalin hydrate (DPDPE) has been used to study the pharmacodynamic and pharmacokinetic capabilities of polyethylene glycol (PEG) conjugate of DPDPE in rodents. It has been used to study the tendency of opiate self-administration in male Long-Evans rats, in ventral tegmental area (VTA).

Definition

ChEBI: A heterodetic cyclic peptide that is a cyclic enkephalin analogue, having D-penicillaminyl residues located at positions 2 and 5, which form the heterocycle via a disulfide bond.

General Description

[D-Pen^2,5]-Enkephalin hydrate, also called DPDPE, is a peptide and acts as a δ1-opioid receptor agonist. Opioid receptors are divided into three types called, μ, κ and δ, depending upon their ligands. These ligands are peptides and are classified as enkephalins, endorphins and dynorphins.

Biochem/physiol Actions

Antinociceptive activity mediated through the δ1 receptor while the modulatory activity is mediated through the δ2 receptor. Tritiated [D-Pen2,5]-enkephalin is used as a δ1 ligand.

Clinical Use

Nalmefene reduces alcohol consumption in adults with alcohol dependence. Morphine and hydromorphone are used in the treatment and management of severe pain. Naltrexone is used alongside behavioral therapy both for opiate addiction and for alcohol dependency. Naloxone is used to reverse narcotic depression.

storage

Store at -20°C

DPDPE Preparation Products And Raw materials

Raw materials

Preparation Products

DPDPE Suppliers

Global( 71)Suppliers

Supplier	Tel	Email	Country	ProdList	Advantage
Shenzhen Nexconn Pharmatechs Ltd	+86-755-89396905 +86-15013857715	admin@nexconn.com	China	10248	58
Dideu Industries Group Limited	+86-29-89586680 +86-15129568250	1026@dideu.com	China	29271	58
BOC Sciences	+16314854226	inquiry@bocsci.com	United States	19743	58
Zhejiang J&C Biological Technology Co.,Limited	+1-2135480471 +1-2135480471	sales@sarms4muscle.com	China	10523	58
Chengdu Youngshe Chemical Co., Ltd.	+8618108235634	Cecilia@youngshechem.com	China	2345	58
Nanjing TGpeptide	+86-13347807150 +86-13347807150	support@tgpeptide.com	China	3279	58
Zhejiang Hangyu API Co., Ltd	+8617531972939	anna@api-made.com	China	2944	58
3B Pharmachem (Wuhan) International Co.,Ltd.	821-50328103-801 18930552037	3bsc@sina.com	China	15848	69
GL Biochem (Shanghai) Ltd	21-61263452 13641803416	ymbetter@glbiochem.com	China	9981	64
Shanghai Hanhong Scientific Co.,Ltd.	021-54306202 13764082696;	info@hanhongsci.com	China	42982	64

Supplier	Advantage
Shenzhen Nexconn Pharmatechs Ltd	58
Dideu Industries Group Limited	58
BOC Sciences	58
Zhejiang J&C Biological Technology Co.,Limited	58
Chengdu Youngshe Chemical Co., Ltd.	58
Nanjing TGpeptide	58
Zhejiang Hangyu API Co., Ltd	58
3B Pharmachem (Wuhan) International Co.,Ltd.	69
GL Biochem (Shanghai) Ltd	64
Shanghai Hanhong Scientific Co.,Ltd.	64

View Lastest Price from DPDPE manufacturers

Image	Update time	Product	Price	Min. Order	Purity	Supply Ability	Manufacturer
	2021-01-06	(D-PEN2,D-PEN5)-ENKEPHALIN 88373-73-3	US $3.07 / KG	1KG	98%	1000KG	Career Henan Chemica Co

(D-PEN2,D-PEN5)-ENKEPHALIN
88373-73-3
US $3.07 / KG
98%
Career Henan Chemica Co

88373-73-3(DPDPE)Related Search:

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F-DPDPE

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(D-PEN2,D-PEN5)-ENKEPHALIN DPDPE H-TYR-D-PEN-GLY-PHE-D-PEN-OH H-TYR-D-PEN-GLY-PHE-D-PEN-OH (DISULFIDE BRIDGE: 2-5) enkephalin H-Tyr-D-Pen-Gly-Phe-D-Pen-OH (Disulfide bond) [d-pen2,5]-enkephalin acetate hydrate Enkephalin, D-Penicillamine (2,5)- [D-Pen2,5]-Enkephalin hydrate M.W. 645.79 C30H39N5O7S2 L-Tyr-D-Pen-Gly-L-Phe-D-Pen-OH Bis(metaboric acid)magnesium salt Cyclic [D-Pen2,D-Pen5]enkephalin Cyclic DPDPE L-Tyr-D-Pen(1)-Gly-L-Phe-D-Pen(1)-OH (1S,6S,12S)-6-[[(2S)-2-amino-3-(4-hydroxyphenyl)propanoyl]amino]-12-(benzyl)-7,10,13-triketo-2,2,5,5-tetramethyl-3,4-dithia-8,11,14-triazacyclotetradecane-1-carboxylic acid (1S,6S,12S)-6-[[(2S)-2-amino-3-(4-hydroxyphenyl)propanoyl]amino]-2,2,5,5-tetramethyl-7,10,13-trioxo-12-(phenylmethyl)-3,4-dithia-8,11,14-triazacyclotetradecane-1-carboxylic acid (1S,6S,12S)-6-[[(2S)-2-azanyl-3-(4-hydroxyphenyl)propanoyl]amino]-2,2,5,5-tetramethyl-7,10,13-trioxo-12-(phenylmethyl)-3,4-dithia-8,11,14-triazacyclotetradecane-1-carboxylic acid Y-(D-PEN)-G-F-(D-PEN) TYR-D-PEN-GLY-PHE-D-PEN [D-PEN2,5]-ENKEPHALIN d-penicillamine(2,5)-enkephali Enkephalin USP/EP/BP Enkephalin [tyrosyl-2,6-3H(N)] 2-D-Penicillamine (D-Pen?,D-Pen?)-Enkephalin trifluoroacetate salt 88373-73-3 Amino Acids and Peptides Biochemicals and Reagents BioChemical Enkephalins Opioid Peptides Peptides Opioid receptor and opioid-like receptor peptide