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G3644

Sigma-Aldrich

[N-Acetyl-Tyr1, D-Arg2]-Growth Hormone Releasing Factor Fragment 1-29 amide human

≥97% (HPLC)

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About This Item

Empirical Formula (Hill Notation):
C154H255N47O43S
CAS Number:
93942-95-1
Molecular Weight:
3485.03
MDL number:
MFCD00079960
UNSPSC Code:
12352200
PubChem Substance ID:
329799916

assay

≥97% (HPLC)

form

powder

technique(s)

ligand binding assay: suitable

color

white

UniProt accession no.

P01286

storage temp.

−20°C

SMILES string

CC[C@H](C)[C@H](NC(=O)[C@H](C)NC(=O)[C@H](CC(O)=O)NC(=O)[C@@H](CCCNC(N)=N)NC(=O)[C@H](Cc1ccc(O)cc1)NC(C)=O)C(=O)N[C@@H](Cc2ccccc2)C(=O)N[C@@H]([C@@H](C)O)C(=O)N[C@@H](CC(N)=O)C(=O)N[C@@H](CO)C(=O)N[C@@H](Cc3ccc(O)cc3)C(=O)N[C@@H](CCCNC(N)=N)C(=O)N[C@@H](CCCCN)C(=O)N[C@@H](C(C)C)C(=O)N[C@@H](CC(C)C)C(=O)NCC(=O)N[C@@H](CCC(N)=O)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](CO)C(=O)N[C@@H](C)C(=O)N[C@@H](CCCNC(N)=N)C(=O)N[C@@H](CCCCN)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](CCC(N)=O)C(=O)N[C@@H](CC(O)=O)C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CCSC)C(=O)N[C@@H](CO)C(=O)N[C@@H](CCCNC(N)=N)C(N)=O

InChI

1S/C154H255N47O43S/c1-20-80(13)120(199-125(219)83(16)174-135(229)108(69-117(213)214)190-130(224)96(40-32-59-172-154(167)168)182-139(233)104(176-85(18)206)66-87-41-45-89(207)46-42-87)149(243)193-106(65-86-33-23-22-24-34-86)142(236)201-122(84(17)205)150(244)194-107(68-115(159)211)141(235)197-112(74-204)146(240)189-105(67-88-43-47-90(208)48-44-88)140(234)183-95(39-31-58-171-153(165)166)128(222)181-93(36-26-28-55-156)134(228)198-119(79(11)12)147(241)192-100(61-75(3)4)126(220)173-71-116(212)177-97(49-51-113(157)209)131(225)187-103(64-78(9)10)138(232)196-110(72-202)144(238)175-82(15)124(218)179-94(38-30-57-170-152(163)164)127(221)180-92(35-25-27-54-155)129(223)186-102(63-77(7)8)137(231)188-101(62-76(5)6)136(230)184-98(50-52-114(158)210)132(226)191-109(70-118(215)216)143(237)200-121(81(14)21-2)148(242)185-99(53-60-245-19)133(227)195-111(73-203)145(239)178-91(123(160)217)37-29-56-169-151(161)162/h22-24,33-34,41-48,75-84,91-112,119-122,202-205,207-208H,20-21,25-32,35-40,49-74,155-156H2,1-19H3,(H2,157,209)(H2,158,210)(H2,159,211)(H2,160,217)(H,173,220)(H,174,229)(H,175,238)(H,176,206)(H,177,212)(H,178,239)(H,179,218)(H,180,221)(H,181,222)(H,182,233)(H,183,234)(H,184,230)(H,185,242)(H,186,223)(H,187,225)(H,188,231)(H,189,240)(H,190,224)(H,191,226)(H,192,241)(H,193,243)(H,194,244)(H,195,227)(H,196,232)(H,197,235)(H,198,228)(H,199,219)(H,200,237)(H,201,236)(H,213,214)(H,215,216)(H4,161,162,169)(H4,163,164,170)(H4,165,166,171)(H4,167,168,172)/t80-,81-,82-,83-,84+,91-,92-,93-,94-,95-,96+,97-,98-,99-,100-,101-,102-,103-,104-,105-,106-,107-,108-,109-,110-,111-,112-,119-,120-,121-,122-/m0/s1

InChI key

JIFMAFJPNLVLAC-UBKPBUPGSA-N

Gene Information

human ... GHRH(2691)

Amino Acid Sequence

Ac-Tyr-Arg-Asp-Ala-Ile-Phe-Thr-Asn-Ser-Tyr-Arg-Lys-Val-Leu-Gly-gln-Leu-Ser-Ala-Arg-Lys-Leu-Leu-Gln-Asp-Ile-Met-Ser-Arg-NH2

Biochem/physiol Actions

The Growth Hormone Releasing Factor Fragment [N-Acetyl-Tyr1, D-Arg2]-Growth Hormone Releasing Factor Fragment 1-29 amide (GHRHa) is competitive GHRH antagonist used in studies on the roles of GHRH in various physiological and cellular functions.

Storage Class

13 - Non Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Certificates of Analysis (COA)

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K Hanew et al.
European journal of endocrinology, 134(1), 67-72 (1996-01-01)
The effect of GHRH-antagonist [(N-Ac-Tyr1, D-Arg2) GRF-(1-29)-NH2] on plasma GH morning and evening secretion was evaluated in 14 normal subjects (10 males, 4 females, aged 19-25 years). Plasma GH was determined using a high sensitivity IRMA kit (detection limit, 0.006
Philip Zeitler et al.
Endocrine, 18(1), 85-90 (2002-08-09)
GHRH, in addition to stimulating the release of growth hormone (GH) from the pituitary, is a trophic factor for pituitary somatotrophs. Growth hormone-releasing hormone is also expressed in the gonads, gastrointestinal tract, pancreas, thymus, and lymphocytes, as well as in
P Robberecht et al.
Endocrinology, 117(5), 1759-1764 (1985-11-01)
The efficacy and potency of 14 GH-releasing factor (GRF) analogs, substituted in position 1 to 7, on adenylate cyclase activation in crude homogenates from rat anterior pituitary were related to those of human pancreatic GRF(1-29)-amide and vasoactive intestinal peptide. Among
E F Adams et al.
Pituitary, 1(1), 7-12 (2000-11-18)
Several earlier studies have shown that some human pituitary GH-secreting somatotrophinomas are able to synthesise and release hypothalamic GHRH and it has been proposed that a positive autocrine feedback loop involving this tumor-derived GHRH may participate in tumorigenesis. We have
Stacy K Jessup et al.
European journal of endocrinology, 151(5), 561-566 (2004-11-13)
A temporal association between non-rapid eye movement (NREM) sleep stages 3 and 4 and nocturnal augmentation of GH release was found long ago, yet the precise mechanism for this association has not been identified. It has been shown, however that

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