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E6261

β-Endorphin, human

≥95% (HPLC)

Synonym(e):

β-Lipotropin C-fragment, human, β-Lipotropin-(61-91), human, LPH (61-91)

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Empirische Formel (Hill-System):
C158H251N39O46S
CAS-Nummer:
Molekulargewicht:
3464.98
NACRES:
NA.32
PubChem Substance ID:
UNSPSC Code:
12352202
MDL number:
Technischer Dienst
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Quality Level

assay

≥95% (HPLC)

UniProt accession no.

storage temp.

−20°C

SMILES string

CC[C@H](C)[C@H](NC(=O)[C@H](C)NC(=O)[C@H](CC(N)=O)NC(=O)[C@H](CCCCN)NC(=O)[C@H](Cc1ccccc1)NC(=O)[C@H](CC(C)C)NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@H](CC(C)C)NC(=O)[C@@H]2CCCN2C(=O)[C@@H](NC(=O)[C@H](CCC(N)=O)NC(=O)[C@H](CO)NC(=O)[C@H](CCCCN)NC(=O)[C@H](CCC(O)=O)NC(=O)[C@H](CO)NC(=O)[C@@H](NC(=O)[C@H](CCSC)NC(=O)[C@H](Cc3ccccc3)NC(=O)CNC(=O)CNC(=O)[C@@H](N)Cc4ccc(O)cc4)[C@@H](C)O)[C@@H](C)O)C(C)C)[C@@H](C)O)C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CCCCN)C(=O)N[C@@H](CC(N)=O)C(=O)N[C@@H](C)C(=O)N[C@@H](Cc5ccc(O)cc5)C(=O)N[C@@H](CCCCN)C(=O)N[C@@H](CCCCN)C(=O)NCC(=O)N[C@@H](CCC(O)=O)C(O)=O

InChI

1S/C158H251N39O46S/c1-17-84(9)126(153(237)182-102(44-29-34-65-163)137(221)186-112(74-118(166)206)142(226)171-86(11)131(215)183-110(73-94-48-52-96(204)53-49-94)146(230)177-99(41-26-31-62-160)135(219)175-98(40-25-30-61-159)134(218)170-78-122(210)173-106(158(242)243)56-59-124(213)214)193-154(238)127(85(10)18-2)192-132(216)87(12)172-143(227)113(75-119(167)207)185-136(220)100(42-27-32-63-161)178-147(231)111(72-92-38-23-20-24-39-92)184-144(228)107(68-81(3)4)188-155(239)129(89(14)201)195-152(236)125(83(7)8)191-148(232)108(69-82(5)6)187-151(235)116-45-35-66-197(116)157(241)130(90(15)202)196-140(224)103(54-57-117(165)205)179-149(233)114(79-198)189-138(222)101(43-28-33-64-162)176-139(223)104(55-58-123(211)212)180-150(234)115(80-199)190-156(240)128(88(13)200)194-141(225)105(60-67-244-16)181-145(229)109(71-91-36-21-19-22-37-91)174-121(209)77-168-120(208)76-169-133(217)97(164)70-93-46-50-95(203)51-47-93/h19-24,36-39,46-53,81-90,97-116,125-130,198-204H,17-18,25-35,40-45,54-80,159-164H2,1-16H3,(H2,165,205)(H2,166,206)(H2,167,207)(H,168,208)(H,169,217)(H,170,218)(H,171,226)(H,172,227)(H,173,210)(H,174,209)(H,175,219)(H,176,223)(H,177,230)(H,178,231)(H,179,233)(H,180,234)(H,181,229)(H,182,237)(H,183,215)(H,184,228)(H,185,220)(H,186,221)(H,187,235)(H,188,239)(H,189,222)(H,190,240)(H,191,232)(H,192,216)(H,193,238)(H,194,225)(H,195,236)(H,196,224)(H,211,212)(H,213,214)(H,242,243)/t84-,85-,86-,87-,88+,89+,90+,97-,98-,99-,100-,101-,102-,103-,104-,105-,106-,107-,108-,109-,110-,111-,112-,113-,114-,115-,116-,125-,126-,127-,128-,129-,130-/m0/s1

InChI key

JMHFFDIMOUKDCZ-NTXHZHDSSA-N

Gene Information

human ... POMC(5443)

General description

β-Endorphin is a potent endogenous opioid protein that is derived from propiomelanocortin, a protein found in the brain, anterior pituitary, skin, immune system, and other peripheral sites. β-endorphin, however, is localized to the brain and spinal cord. It is one of the major opioid peptides, and is the derivative of the C-terminal of β-lipotropin. It is made of 31 amino acids.

Application

Human β-Endorphin is suitable for-
  • radioimmunoassay to determine the portal blood β-endorphin levels in lactating ewes, and its relation to bouts of suckling
  • to assess the melanogenesis, proliferation and dendricity of melanocytes
  • to assess the expression of μ-opioid receptor, in human skin organ culture, on exposure to β-endorphin
  • to examine the effects on cardiovascular functions of β-endorphin injection nucleus in amygdaloideus centralis (AC), into either nucleus paraventricularis (NPV) or rostral ventrolateral medulla (RVL)

Biochem/physiol Actions

β-Endorphin acts as a ligand for both μ and δ opioid receptors in different parts of the brain. It is released in response to painful stimuli and has potent antinociceptive activity. When given supraspinally, this activity is mediated through its action on ε-opioid receptors in brain that results in the release of Met-enkephalin. This activity is also mediated by its interaction with δ2-opioid receptors in the spinal cord. When introduced intrathecally, this function is an outcome of its interaction with μ and κ-opioid receptors in the rat. In autoimmune disorders, the elevated production of cytokines results in the production of β-endorphin, in pituitary and lymphocytes. This acts as a negative regulator of antibody production, and is thus, implicated in autoimmune diseases.
Potent endogenous opioid protein that is derived from propiomelanocortin, a protein found in the brain, anterior pituitary, skin, immune system, and other peripheral sites. It is released in response to painful stimuli and has potent antinociceptive activity that is mediated through its action on μ receptors in brain and by μ and κ receptors in the spinal cord.
Potent endogenous opioid protein; released in response to painful stimuli and has potent antinociceptive activity.

Other Notes

Lyophilized from 0.1% TFA in H2O


Lagerklasse

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)



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M Narita et al.
Japanese journal of pharmacology, 76(3), 233-253 (1998-05-21)
Recently, mu-, delta- and kappa-opioid receptors have been cloned and relatively well-characterized. In addition to three major opioid receptor types, more extensive studies have suggested the possible existence of other opioid receptor types that can be classified as non-mu, non-delta
K Gordon et al.
Journal of reproduction and fertility, 79(2), 397-408 (1987-03-01)
Matched hypothalamo-pituitary portal and jugular blood samples were collected over about 6 h from 7 lactating Corriedale ewes penned with their lambs, and a careful record was kept of ewe/lamb behaviour. Hypothalamo-pituitary portal blood concentrations of beta-endorphin were measured by
Andrzej T Slominski
The Journal of investigative dermatology, 126(9), 1934-1936 (2006-08-17)
The proopiomelanocortin (POMC) system is the central coordinator of the systemic endocrine responses to sustained stress. It has been recently discovered that mast cells also display regulated production of POMC peptides. Since at the tissue level mast cells integrate stress



Global Trade Item Number

SKUGTIN
E6261-250UG04061832676722
E6261-1MG04061826152683
E6261-.5MG04061833604458