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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 Code

13 - Non Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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
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
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
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
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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