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Key Documents

A0298

Sigma-Aldrich

Adrenocorticotropic Hormone Fragment 1-24 human, rat

≥97% (HPLC)

Synonym(s):

Tetracosactide

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About This Item

Empirical Formula (Hill Notation):
C136H210N40O31S
CAS Number:
Molecular Weight:
2933.44
EC Number:
MDL number:
UNSPSC Code:
51111800
PubChem Substance ID:
NACRES:
NA.32
biological source:
synthetic (organic)
form:
powder

biological source

synthetic (organic)

Quality Level

sterility

non-sterile

Assay

≥97% (HPLC)

form

powder

composition

Peptide content, ≥60%

UniProt accession no.

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

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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

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


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