Mechano growth factor

Mechano growth factor
Identifiers
	IUPAC name (2S)-6-amino-2-[[(2S)-2-[[(2S)-2-[[(2S)-2-[[(2S)-2-[[(2S,3R)-2-[[(2S)-2-[[2-[[(2S)-6-amino-2-[[(2S)-2-[[(2S)-2-[[(2S)-5-amino-2-[[(2S)-2-[[(2S)-6-amino-2-[[(2S,3R)-2-[[(2S)-4-amino-2-[[(2S)-6-amino-2-[[(2S)-4-amino-2-[[(2S,3R)-2-[[(2S)-2-[[(2S)-1-[(2S)-1-[(2S)-5-amino-2-[[(2S)-2-amino-3-(4-hydroxyphenyl)propanoyl]amino]-5-oxopentanoyl]pyrrolidine-2-carbonyl]pyrrolidine-2-carbonyl]amino]-3-hydroxypropanoyl]amino]-3-hydroxybutanoyl]amino]-4-oxobutanoyl]amino]hexanoyl]amino]-4-oxobutanoyl]amino]-3-hydroxybutanoyl]amino]hexanoyl]amino]-3-hydroxypropanoyl]amino]-5-oxopentanoyl]amino]-5-carbamimidamidopentanoyl]amino]-5-carbamimidamidopentanoyl]amino]hexanoyl]amino]acetyl]amino]-3-hydroxypropanoyl]amino]-3-hydroxybutanoyl]amino]-3-phenylpropanoyl]amino]-4-carboxybutanoyl]amino]-4-carboxybutanoyl]amino]-5-carbamimidamidopentanoyl]amino]hexanoic acid;
PubChem CID	175675731;
Chemical and physical data
Formula	C121H199N41O40
Molar mass	2868.170 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES C[C@H]([C@@H](C(=O)N[C@@H](CCCCN)C(=O)N[C@@H](CO)C(=O)N[C@@H](CCC(=O)N)C(=O)N[C@@H](CCCNC(=N)N)C(=O)N[C@@H](CCCNC(=N)N)C(=O)N[C@@H](CCCCN)C(=O)NCC(=O)N[C@@H](CO)C(=O)N[C@@H]([C@@H](C)O)C(=O)N[C@@H](CC1=CC=CC=C1)C(=O)N[C@@H](CCC(=O)O)C(=O)N[C@@H](CCC(=O)O)C(=O)N[C@@H](CCCNC(=N)N)C(=O)N[C@@H](CCCCN)C(=O)O)NC(=O)[C@H](CC(=O)N)NC(=O)[C@H](CCCCN)NC(=O)[C@H](CC(=O)N)NC(=O)[C@H]([C@@H](C)O)NC(=O)[C@H](CO)NC(=O)[C@@H]2CCCN2C(=O)[C@@H]3CCCN3C(=O)[C@H](CCC(=O)N)NC(=O)[C@H](CC4=CC=C(C=C4)O)N)O;
	InChI InChI=1S/C121H199N41O40/c1-60(166)93(158-108(191)80(55-89(130)173)153-101(184)68(23-8-12-44-123)146-107(190)79(54-88(129)172)155-115(198)95(62(3)168)160-111(194)83(59-165)157-112(195)84-29-18-50-161(84)117(200)85-30-19-51-162(85)116(199)76(36-40-87(128)171)151-96(179)66(126)52-64-31-33-65(169)34-32-64)113(196)150-69(24-9-13-45-124)102(185)156-82(58-164)109(192)149-73(35-39-86(127)170)103(186)144-71(27-16-48-138-120(133)134)99(182)143-70(26-15-47-137-119(131)132)98(181)142-67(22-7-11-43-122)97(180)140-56-90(174)141-81(57-163)110(193)159-94(61(2)167)114(197)154-78(53-63-20-5-4-6-21-63)106(189)148-75(38-42-92(177)178)105(188)147-74(37-41-91(175)176)104(187)145-72(28-17-49-139-121(135)136)100(183)152-77(118(201)202)25-10-14-46-125/h4-6,20-21,31-34,60-62,66-85,93-95,163-169H,7-19,22-30,35-59,122-126H2,1-3H3,(H2,127,170)(H2,128,171)(H2,129,172)(H2,130,173)(H,140,180)(H,141,174)(H,142,181)(H,143,182)(H,144,186)(H,145,187)(H,146,190)(H,147,188)(H,148,189)(H,149,192)(H,150,196)(H,151,179)(H,152,183)(H,153,184)(H,154,197)(H,155,198)(H,156,185)(H,157,195)(H,158,191)(H,159,193)(H,160,194)(H,175,176)(H,177,178)(H,201,202)(H4,131,132,137)(H4,133,134,138)(H4,135,136,139)/t60-,61-,62-,66+,67+,68+,69+,70+,71+,72+,73+,74+,75+,76+,77+,78+,79+,80+,81+,82+,83+,84+,85+,93+,94+,95+/m1/s1; Key:TXMSCWQMYNJNDC-XGJLPCLZSA-N;

PubChem CID

175675731

FormulaC₁₂₁H₁₉₉N₄₁O₄₀

Molar mass2868.170 g·mol⁻¹

3D model (JSmol)

Interactive image

Mechano growth factor (MGF, IGF-IEc) is a naturally occurring 24-amino acid peptide which is the C-terminal fragment derived from enzymatic cleavage of insulin-like growth factor 1 (IGF-1). It is expressed during muscle repair following physical activity, and has anabolic effects.^[1]^[2]^[3]^[4]^[5]^[6]^[7] This has led to illicit use by athletes leading to MGF being banned by the World Anti-Doping Association.^[8]^[9]^[10]

At least one research paper raised concerns about the potential carcinogenicity of this compound.^[11]

[1]

[2]

[3]

[4]

[5]

[6]

[7]

[8]

[9]

[10]

[11]

Mechano growth factor

See also

References

Related Articles

Identifiers

IUPAC name (2S)-6-amino-2-[[(2S)-2-[[(2S)-2-[[(2S)-2-[[(2S)-2-[[(2S,3R)-2-[[(2S)-2-[[2-[[(2S)-6-amino-2-[[(2S)-2-[[(2S)-2-[[(2S)-5-amino-2-[[(2S)-2-[[(2S)-6-amino-2-[[(2S,3R)-2-[[(2S)-4-amino-2-[[(2S)-6-amino-2-[[(2S)-4-amino-2-[[(2S,3R)-2-[[(2S)-2-[[(2S)-1-[(2S)-1-[(2S)-5-amino-2-[[(2S)-2-amino-3-(4-hydroxyphenyl)propanoyl]amino]-5-oxopentanoyl]pyrrolidine-2-carbonyl]pyrrolidine-2-carbonyl]amino]-3-hydroxypropanoyl]amino]-3-hydroxybutanoyl]amino]-4-oxobutanoyl]amino]hexanoyl]amino]-4-oxobutanoyl]amino]-3-hydroxybutanoyl]amino]hexanoyl]amino]-3-hydroxypropanoyl]amino]-5-oxopentanoyl]amino]-5-carbamimidamidopentanoyl]amino]-5-carbamimidamidopentanoyl]amino]hexanoyl]amino]acetyl]amino]-3-hydroxypropanoyl]amino]-3-hydroxybutanoyl]amino]-3-phenylpropanoyl]amino]-4-carboxybutanoyl]amino]-4-carboxybutanoyl]amino]-5-carbamimidamidopentanoyl]amino]hexanoic acid
PubChem CID	175675731
Chemical and physical data
Formula	C₁₂₁H₁₉₉N₄₁O₄₀
Molar mass	2868.170 g·mol⁻¹
3D model (JSmol)	Interactive image
SMILES C[C@H]([C@@H](C(=O)N[C@@H](CCCCN)C(=O)N[C@@H](CO)C(=O)N[C@@H](CCC(=O)N)C(=O)N[C@@H](CCCNC(=N)N)C(=O)N[C@@H](CCCNC(=N)N)C(=O)N[C@@H](CCCCN)C(=O)NCC(=O)N[C@@H](CO)C(=O)N[C@@H]([C@@H](C)O)C(=O)N[C@@H](CC1=CC=CC=C1)C(=O)N[C@@H](CCC(=O)O)C(=O)N[C@@H](CCC(=O)O)C(=O)N[C@@H](CCCNC(=N)N)C(=O)N[C@@H](CCCCN)C(=O)O)NC(=O)[C@H](CC(=O)N)NC(=O)[C@H](CCCCN)NC(=O)[C@H](CC(=O)N)NC(=O)[C@H]([C@@H](C)O)NC(=O)[C@H](CO)NC(=O)[C@@H]2CCCN2C(=O)[C@@H]3CCCN3C(=O)[C@H](CCC(=O)N)NC(=O)[C@H](CC4=CC=C(C=C4)O)N)O
InChI InChI=1S/C121H199N41O40/c1-60(166)93(158-108(191)80(55-89(130)173)153-101(184)68(23-8-12-44-123)146-107(190)79(54-88(129)172)155-115(198)95(62(3)168)160-111(194)83(59-165)157-112(195)84-29-18-50-161(84)117(200)85-30-19-51-162(85)116(199)76(36-40-87(128)171)151-96(179)66(126)52-64-31-33-65(169)34-32-64)113(196)150-69(24-9-13-45-124)102(185)156-82(58-164)109(192)149-73(35-39-86(127)170)103(186)144-71(27-16-48-138-120(133)134)99(182)143-70(26-15-47-137-119(131)132)98(181)142-67(22-7-11-43-122)97(180)140-56-90(174)141-81(57-163)110(193)159-94(61(2)167)114(197)154-78(53-63-20-5-4-6-21-63)106(189)148-75(38-42-92(177)178)105(188)147-74(37-41-91(175)176)104(187)145-72(28-17-49-139-121(135)136)100(183)152-77(118(201)202)25-10-14-46-125/h4-6,20-21,31-34,60-62,66-85,93-95,163-169H,7-19,22-30,35-59,122-126H2,1-3H3,(H2,127,170)(H2,128,171)(H2,129,172)(H2,130,173)(H,140,180)(H,141,174)(H,142,181)(H,143,182)(H,144,186)(H,145,187)(H,146,190)(H,147,188)(H,148,189)(H,149,192)(H,150,196)(H,151,179)(H,152,183)(H,153,184)(H,154,197)(H,155,198)(H,156,185)(H,157,195)(H,158,191)(H,159,193)(H,160,194)(H,175,176)(H,177,178)(H,201,202)(H4,131,132,137)(H4,133,134,138)(H4,135,136,139)/t60-,61-,62-,66+,67+,68+,69+,70+,71+,72+,73+,74+,75+,76+,77+,78+,79+,80+,81+,82+,83+,84+,85+,93+,94+,95+/m1/s1 Key:TXMSCWQMYNJNDC-XGJLPCLZSA-N

Related Articles

"Changes in muscle mass and phenotype and the expression of autocrine and systemic growth factors by muscle in response to stretch and overload"

"Minireview: Mechano-growth factor: a putative product of IGF-I gene expression involved in tissue repair and regeneration"

"Mechano-Growth Factor: an important cog or a loose screw in the repair machinery?"

"Skeletal muscle hypertrophy and regeneration: interplay between the myogenic regulatory factors (MRFs) and insulin-like growth factors (IGFs) pathways"

"Role of Alternatively Spliced Messenger RNA (mRNA) Isoforms of the Insulin-Like Growth Factor 1 (IGF1) in Selected Human Tumors"

"The E-domain region of mechano-growth factor inhibits cellular apoptosis and preserves cardiac function during myocardial infarction"

"Mechano growth factor, a splice variant of IGF-1, promotes neurogenesis in the aging mouse brain"