A0298

Adrenocorticotropic Hormone Fragment 1-24 human, rat

≥97% (HPLC)

• 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
• biological source: synthetic (organic)
• form: powder
• assay: ≥97% (HPLC)

Properties

• biological source: synthetic (organic)
• Quality Level: 200
• sterility: non-sterile
• 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)

Description

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.[1] ACTH is mapped to human chromosome 2p23.3.[2]

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[3] and to induce color change in frogs.[4]

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).[1] The loss of function mutations in ACTH gene is implicated in obesity and red hair.[2] Hypomethylation of POMC promoter region in thymic carcinoids is associated with ectopic adrenocorticotropic hormone syndrome.[5] POMC mutation results in generation of abnormal fusion protein, impairing melanocortin signalling in hypoadrenalism.[6] Dysregulation of ACTH gene transcription impacts metabolic pathways leading to Cushing disease.[7]

Other Notes

Lyophilized from 0.1% TFA in H2O

Safety Information

• Storage Class: 11 - Combustible Solids
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable