모든 사진(1)
About This Item
실험식(Hill 표기법):
C32H37N5O5
CAS Number:
Molecular Weight:
571.67
MDL number:
UNSPSC 코드:
12352200
PubChem Substance ID:
저장 온도
−20°C
SMILES string
N[C@@H](Cc1ccc(O)cc1)C(=O)N2CCC[C@H]2C(=O)N[C@@H](Cc3ccccc3)C(=O)N[C@@H](Cc4ccccc4)C(N)=O
InChI
1S/C32H37N5O5/c33-25(18-23-13-15-24(38)16-14-23)32(42)37-17-7-12-28(37)31(41)36-27(20-22-10-5-2-6-11-22)30(40)35-26(29(34)39)19-21-8-3-1-4-9-21/h1-6,8-11,13-16,25-28,38H,7,12,17-20,33H2,(H2,34,39)(H,35,40)(H,36,41)/t25-,26-,27-,28-/m0/s1
InChI key
XIJHWXXXIMEHKW-LJWNLINESA-N
유전자 정보
human ... OPRM1(4988)
mouse ... OPRM1(18390)
rat ... OPRM1(25601)
Amino Acid Sequence
Tyr-Pro-Phe-Phe-NH2
일반 설명
Endomorphin 2 is an endogenous ligand for μ-opioid receptor (MOR). It is a neuropeptide and has the sequence Tyr-Pro-Phe-Phe-NH2. It has a greater affinity for MOR1 receptor than MOR2. It resides in primary sensory afferent fibers, and might be the predominant ligand to regulate pain perception. In dynorphin-induced allodynia mice models, endomorphin has anti-allodynic effects. In tail flick test, it produces short-lived antinociception, which is naloxone-sensitive.
생화학적/생리학적 작용
Potent, selective endogenous μ opioid receptor agonist.
법적 정보
Sold under license to US patent number 6,303,578
Storage Class Code
13 - Non Combustible Solids
WGK
WGK 3
Flash Point (°F)
Not applicable
Flash Point (°C)
Not applicable
개인 보호 장비
Eyeshields, Gloves, type N95 (US)
Attila Keresztes et al.
Journal of medicinal chemistry, 51(14), 4270-4279 (2008-06-25)
Endomorphins were subjected to a number of structural modifications in a search for their bioactive conformations. The alicyclic beta-amino acids cis-(1 S,2 R)ACPC/ACHC, cis-(1 R,2 S)ACPC/ACHC, trans-(1 S,2 S)ACPC/ACHC, and trans-(1 R,2 R)ACPC/ACHC were introduced into endomorphins to examine the
Csaba Tömböly et al.
Journal of medicinal chemistry, 51(1), 173-177 (2007-12-08)
The constitutional similarity with different secondary structure preference between the Aba-Gly and the spiro-Aba-Gly scaffolds were exploited to design the novel endomorphin-2 analogs Tyr-spiro-( R/ S)-Aba-Gly-Phe-NH(2) ( 1 and 2) and Tyr-( R/ S)-Aba-Gly-Phe-NH(2) ( 3 and 4). The (
Jakub Fichna et al.
Bioorganic & medicinal chemistry letters, 18(4), 1350-1353 (2008-01-22)
The mu-opioid agonists endomorphin-1 (Tyr-Pro-Trp-Phe-NH(2)) and endomorphin-2 (Tyr-Pro-Phe-Phe-NH(2)) exhibit an extremely high selectivity for the mu-opioid receptor and thus represent a potential framework for modification into mu-antagonists. Here we report on the synthesis and biological evaluation of novel [d-2-Nal(4)]endomorphin-2 analogs
I E Goldberg et al.
The Journal of pharmacology and experimental therapeutics, 286(2), 1007-1013 (1998-08-08)
The recently isolated peptides endomorphin-1 and endomorphin-2 have been suggested to be the endogenous ligands for the mu receptor. In traditional opioid receptor binding assays in mouse brain homogenates, both endomorphin-1 and endomorphin-2 competed both mu1 and mu2 receptor sites
Gianfranco Balboni et al.
Journal of medicinal chemistry, 49(18), 5610-5617 (2006-09-01)
Substitution of Gly with side-chain-protected or unprotected Lys in lead compounds containing the opioid pharmacophore Dmt-Tic [H-Dmt-Tic-Gly-NH-CH(2)-Ph, mu agonist/delta antagonist; H-Dmt-Tic-Gly-NH-Ph, mu agonist/delta agonist; and H-Dmt-Tic-NH-CH(2)-Bid, delta agonist (Bid = 1H-benzimidazole-2-yl)] yielded a new series of compounds endowed with distinct
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