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A0298

Sigma-Aldrich

Adrenocorticotropic Hormone Fragment 1-24 human, rat

≥97% (HPLC)

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Synonym(s):
Tetracosactide
Empirical Formula (Hill Notation):
C136H210N40O31S
CAS Number:
16960-16-0
Molecular Weight:
2933.44
EC Number:
241-031-1
MDL number:
MFCD00167476
UNSPSC Code:
51111800
PubChem Substance ID:
329770595
NACRES:
NA.32

sterility

non-sterile

Quality Level

200

Assay

≥97% (HPLC)

form

powder

composition

Peptide content, ≥60%

UniProt accession no.

P01189
Q01718

storage temp.

−20°C

SMILES string

CSCC[C@H](NC(=O)[C@H](CO)NC(=O)[C@H](Cc1ccc(O)cc1)NC(=O)[C@@H](N)CO)C(=O)N[C@@H](CCC(O)=O)C(=O)N[C@@H](Cc2c[nH]cn2)C(=O)N[C@@H](Cc3ccccc3)C(=O)N[C@@H](CCCNC(N)=N)C(=O)N[C@@H](Cc4c[nH]c5ccccc45)C(=O)NCC(=O)N[C@@H](CCCCN)C(=O)N6CCC[C@H]6C(=O)N[C@@H](C(C)C)C(=O)NCC(=O)N[C@@H](CCCCN)C(=O)N[C@@H](CCCCN)C(=O)N[C@@H](CCCNC(N)=N)C(=O)N[C@@H](CCCNC(N)=N)C(=O)N7CCC[C@H]7C(=O)N[C@@H](C(C)C)C(=O)N[C@@H](CCCCN)C(=O)N[C@@H](C(C)C)C(=O)N[C@@H](Cc8ccc(O)cc8)C(=O)N9CCC[C@H]9C(O)=O

InChI

1S/C136H210N40O31S/c1-75(2)109(127(200)154-71-106(181)156-88(31-13-17-52-137)114(187)158-89(32-14-18-53-138)115(188)159-91(35-21-56-149-134(142)143)116(189)164-96(37-23-58-151-136(146)147)131(204)175-60-25-39-104(175)126(199)173-111(77(5)6)128(201)163-90(33-15-19-54-139)120(193)171-110(76(3)4)129(202)169-101(65-80-43-47-84(180)48-44-80)132(205)176-61-26-40-105(176)133(206)207)172-125(198)103-38-24-59-174(103)130(203)95(34-16-20-55-140)157-107(182)70-153-113(186)99(66-81-68-152-87-30-12-11-29-85(81)87)167-117(190)92(36-22-57-150-135(144)145)160-121(194)98(63-78-27-9-8-10-28-78)166-123(196)100(67-82-69-148-74-155-82)168-118(191)93(49-50-108(183)184)161-119(192)94(51-62-208-7)162-124(197)102(73-178)170-122(195)97(165-112(185)86(141)72-177)64-79-41-45-83(179)46-42-79/h8-12,27-30,41-48,68-69,74-77,86,88-105,109-111,152,177-180H,13-26,31-40,49-67,70-73,137-141H2,1-7H3,(H,148,155)(H,153,186)(H,154,200)(H,156,181)(H,157,182)(H,158,187)(H,159,188)(H,160,194)(H,161,192)(H,162,197)(H,163,201)(H,164,189)(H,165,185)(H,166,196)(H,167,190)(H,168,191)(H,169,202)(H,170,195)(H,171,193)(H,172,198)(H,173,199)(H,183,184)(H,206,207)(H4,142,143,149)(H4,144,145,150)(H4,146,147,151)/t86-,88-,89-,90-,91-,92-,93-,94-,95-,96-,97-,98-,99-,100-,101-,102-,103-,104-,105-,109-,110-,111-/m0/s1

InChI key

ZOEFCCMDUURGSE-SQKVDDBVSA-N

Gene Information

human ... MC2R(4158) , POMC(5443)

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Related Categories

Amino Acid Sequence

Ser-Tyr-Ser-Met-Glu-His-Phe-Arg-Trp-Gly-Lys-Pro-Val-Gly-Lys-Lys-Arg-Arg-Pro-Val-Lys-Val-Tyr-Pro

General description

Adrenocorticotropic hormone (ACTH), also called proopiomelanocortin (POMC), is a 303-amino acid hormone protein. Proteolysis of ACTH results in active peptides. ACTH is mapped to human chromosome 2p23.3.
The portion of the ACTH sequence that is conserved across species; has ~75% of the potency of ACTH on a molar basis.

Application

Adrenocorticotropic Hormone Fragment 1-24 human, rat, has been used in corticosterone enzyme immunoassay and to induce color change in frogs.

Biochem/physiol Actions

Activates G proteins.
Adrenocorticotropic hormone (ACTH) activates melanocortin receptor (MC1R to MC5R) and plays a key role in generation of α-melanocyte-stimulating hormone (α-MSH). The loss of function mutations in ACTH gene is implicated in obesity and red hair. Hypomethylation of POMC promoter region in thymic carcinoids is associated with ectopic adrenocorticotropic hormone syndrome. POMC mutation results in generation of abnormal fusion protein, impairing melanocortin signalling in hypoadrenalism. Dysregulation of ACTH gene transcription impacts metabolic pathways leading to Cushing disease.

Other Notes

Lyophilized from 0.1% TFA in H2O

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Regulatory Information

监管及禁止进口产品

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J K Jellyman et al.
Equine veterinary journal. Supplement, (41)(41), 38-42 (2012-05-19)
The effects of overexposure to glucocorticoids during early life of the foal on the subsequent HPA programming of the hypothalamic-pituitary-adrenal axis are unknown. To test the hypotheses that excess glucocorticoid exposure in early life subsequently increases both basal plasma concentrations
O Hochwald et al.
Journal of perinatology : official journal of the California Perinatal Association, 32(6), 412-417 (2012-03-10)
To investigate if in preterm newborns, an early adrenocorticotropin hormone (ACTH) test can identify possible transient adrenal insufficiency (TAI), using significant hypotension as a clinical marker. We studied 40 premature newborns born 24 to 29 weeks gestational age (GA) before
The effect of stress and stress hormones on dynamic colour-change in a sexually dichromatic Australian frog
Kindermann C, et al.
Comparative Biochemistry and Physiology. Part A, Molecular & Integrative Physiology, 165(2), 223-227 (2013)
Jason R Herrick et al.
Reproduction & fertility, 1(1), 35-49 (2020-11-11)
The population of snow leopards (Unciauncia) maintained in US zoos is no longer sustainable due to poor reproductive success. Our objective was to assess reproductive traits in male snow leopards and identify factors (markers of oxidative stress in seminal fluid
Urinary corticosterone metabolites and chytridiomycosis disease prevalence in a free-living population of male Stony Creek frogs (Litoria wilcoxii)
Kindermann C, et al.
Comparative Biochemistry and Physiology. Part A, Molecular & Integrative Physiology, 162(3), 171-176 (2012)
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