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L-Arginine

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Identification
Molecular formula
C6H14N4O2
CAS number
74-79-3
IUPAC name
(2S)-2-amino-5-guanidino-pentanoic acid
State
State

At room temperature, L-Arginine is a solid.

Melting point (Celsius)
244.00
Melting point (Kelvin)
517.15
Boiling point (Celsius)
335.00
Boiling point (Kelvin)
608.15
General information
Molecular weight
174.20g/mol
Molar mass
174.2030g/mol
Density
1.7950g/cm3
Appearence

L-Arginine typically appears as a white crystalline powder. It is highly soluble in water, giving a colorless clear solution.

Comment on solubility

Solubility of (2S)-2-amino-5-guanidino-pentanoic acid

The solubility of (2S)-2-amino-5-guanidino-pentanoic acid, commonly known as arginine, is quite interesting due to its properties as an amino acid. It possesses a complex structure, influencing its ability to dissolve in different solvents.

Factors Affecting Solubility:

  • Polarity: Arginine is polar due to its multiple functional groups, including amino and guanidino groups, allowing it to interact favorably with water.
  • pH Levels: The solubility of arginine increases significantly in alkaline conditions, where it becomes more ionized.
  • Temperature: Increased temperature generally enhances the solubility of arginine in water, which follows the general trend for many solutes.

This compound is known to be highly soluble in water, often quoted as being "very soluble". In contrast, its solubility in organic solvents is limited, as it tends to prefer polar environments.

Practical Implications:

The high solubility of (2S)-2-amino-5-guanidino-pentanoic acid is advantageous in various biochemical applications, including its use as a supplement and in formulations. It can easily dissolve in physiological fluids, enhancing its bioavailability.

In summary, key points regarding the solubility of arginine include:

  • Highly soluble in water
  • Increased solubility at higher temperatures and alkaline pH
  • Limited solubility in organic solvents

This makes arginine an important compound in biological and nutritional chemistry.

Interesting facts

Interesting Facts about (2S)-2-amino-5-guanidino-pentanoic acid

(2S)-2-amino-5-guanidino-pentanoic acid, commonly known as arginine, is a critical amino acid that plays various vital roles in the human body and many biological processes. Here are some key aspects of this fascinating compound:

  • Essential Amino Acid: Unlike some amino acids, arginine is classified as a semi-essential amino acid. This means that while our bodies can produce it, sometimes it may not be sufficient for the body's demands, especially during periods of rapid growth, illness, or stress.
  • Biological Functions: Arginine is well-known for its role in the urea cycle, where it helps detoxify ammonia. It also serves as a precursor for the synthesis of nitric oxide, a signaling molecule that plays a crucial role in vasodilation and blood flow regulation.
  • Role in Protein Synthesis: As one of the 20 standard amino acids, arginine is integral in protein synthesis. It contributes to the structural units necessary for the building and repair of tissues.
  • Immune System Support: Studies have shown that arginine may enhance immune function by stimulating the production of T-cells, essential for a healthy immune response.
  • Supplemental Uses: Arginine supplements are often marketed for their potential benefits in enhancing athletic performance and promoting muscle growth. This is attributed to its role in increasing nitric oxide levels, leading to improved blood flow during physical activity.
  • Historical Significance: Discovered in the early 19th century by the chemist Ernst K. Junk, arginine was first isolated from wheat gluten, paving the way for significant advancements in nutritional science.

In conclusion, arginine is not just a building block of proteins but plays indispensable roles in metabolic pathways, immune function, and potentially more. As research continues to evolve, its therapeutic applications and benefits hold promise for various health fields.

Synonyms
L-arginine
arginine
74-79-3
L-(+)-Arginine
L-Arg
(S)-2-Amino-5-guanidinopentanoic acid
H-Arg-OH
L(+)-Arginine
Arginina
(L)-Arginine
Arginine (VAN)
ARGININE, L-
L-Arginin
Argininum
Argininum [INN-Latin]
Arginina [INN-Spanish]
L-Ornithine, N5-(aminoiminomethyl)-
arg
CHEBI:16467
L-alpha-Amino-delta-guanidinovaleric acid
(S)-2-Amino-5-guanidinovaleric acid
1-Amino-4-guanidovaleric acid
CCRIS 3609
(S)-2-Amino-5-((aminoiminomethyl)amino)pentanoic acid
NSC 206269
(2S)-2-amino-5-(diaminomethylideneamino)pentanoic acid
2-amino-5-guanidinovaleric acid
HSDB 1429
AI3-24165
(2S)-2-amino-5-carbamimidamidopentanoic acid
MFCD00002635
BRN 1725413
94ZLA3W45F
(2S)-2-amino-5-guanidinopentanoic acid
DTXSID6041056
(S)-2-Amino-5-[(aminoiminomethyl)amino]pentanoic acid
L-Norvaline, 5-((aminoiminomethyl)amino)-
L-Arginine (JP17)
ARGININE [HSDB]
ARGININE [II]
ARGININE [INN]
ARGININE [MI]
ARGININE [VANDF]
ARGININE [MART.]
L-ARGININE [FCC]
L-ARGININE [JAN]
(2S)-2-amino-5-(carbamimidamido)pentanoic acid
ARGININE [WHO-DD]
L-ARGININE [FHFI]
NSC-206269
2-amino-5-guanidinovalerate
CHEMBL1485
L-ARGININE [USP-RS]
ARGININE [EP IMPURITY]
ARGININE [EP MONOGRAPH]
ARGININE [USP MONOGRAPH]
DTXCID4021056
Pentanoic acid, 2-amino-5-((aminoiminomethyl)amino)-, (S)-
N5-(aminoiminomethyl)-L-Ornithine
l arginine
L-alpha-Amino-delta-guanidinovalerate
C6H14N4O2
5-[(aminoiminomethyl)amino]-L-Norvaline
L-Isomer arginine
ARGININE (II)
L-Norvaline, 5-[(aminoiminomethyl)amino]-
Arginine, L isomer
Arginine, L-isomer
ARGININE (MART.)
LYSINE ACETATE IMPURITY F [EP IMPURITY]
arginin
L-ARGININE (USP-RS)
(S)-2-Amino-5-[(aminoiminomethyl)amino]pentanoate
4455-52-1
(S)-2-amino-5-[(aminoiminomethyl)amino]-Pentanoate
ARGININE (EP IMPURITY)
ARGININE (EP MONOGRAPH)
(S)-2-amino-5-[(aminoiminomethyl)amino]-Pentanoic acid
ARGININE (USP MONOGRAPH)
(2S)-2-amino-5-[(diaminomethylidene)amino]pentanoic acid
Pentanoic acid, 2-amino-5-[(aminoiminomethyl)amino]-, (S)-
Arginine [USAN:INN]
CAS-74-79-3
5-((Aminoiminomethyl)amino)-L-Norvaline
NSC203450
LYSINE ACETATE IMPURITY F (EP IMPURITY)
(S)-(+)-arginine
Arginine [USP:INN]
(S)-2-amino-5-((aminoiminomethyl)amino)-Pentanoate
(S)-2-Amino-5-((aminoiminomethyl)amino)pentanoate
EINECS 200-811-1
2-AMINO-5-GUANIDINO-PENTANOIC ACID
(S)-2-amino-5-((aminoiminomethyl)amino)-Pentanoic acid
(2S)-2-amino-5-((diaminomethylidene)amino)pentanoic acid
UNII-94ZLA3W45F
LArginine
NSC206269
(l)arginine
L-Arginine High
3h-l-arginine
L-Arginine, labeled with tritium
1laf
Arginine, L
L-a-Amino-d-guanidinovaleric acid
NCGC00015064-02
(S)-Arginine
L(+)Arginine
L(+) arginine
2-amino-5-(carbamimidamido)pentanoic acid
H-Arg
L-(+) arginine
L-Arginine (9CI)
L-Arginine 7401
Arginine (USP/INN)
Tocris-0663
L-Arginine (Standard)
(2S)-2-amino-5-guanidino-pentanoic acid
ARGININE [INCI]
GND
Lopac-A-5006
Arginine, L- (8CI)
L-Arginine High 7402
bmse000029
bmse000899
bmse000919
Epitope ID:140084
L-Arginine (H-Arg-OH)
EC 200-811-1
SCHEMBL1791
2Amino5guanidinovaleric acid
Lopac0_000077
Arginine hydrochloride(USAN)
GTPL721
4-04-00-02648 (Beilstein Handbook Reference)
L-Arginine USP EP JP ChP
L-a-Amino-d-guanidinovalerate
US9138393, L-Arginine
US9144538, L-Arginine
1-Amino-4-guanidovalerlic acid
amino-5-guanidino-pentanoic acid
BDBM21959
HY-N0455R
A05BA01
B05XB01
L-Arginine, 99%, FCC, FG
LOrnithine, N5(aminoiminomethyl)
BDBM181132
HMS3260O15
HY-N0455
LalphaAminodeltaguanidinovaleric acid
L-Arginine, Vetec(TM), 98.5%
Tox21_113046
Tox21_500077
AC-083
L-2-Amino-5-guanidinopentanoic acid
L-Arginine, reagent grade, >=98%
s5634
AKOS006239069
AKOS015854096
Tox21_113046_1
CCG-204172
DB00125
FA15387
LNorvaline, 5((aminoiminomethyl)amino)
LP00077
SDCCGSBI-0050065.P002
L-Arginine, 99%, natural, FCC, FG
(s)-2-amino-5-guanidino-pentanoic acid
NCGC00015064-01
NCGC00024715-01
NCGC00024715-02
NCGC00024715-03
NCGC00024715-04
NCGC00024715-05
NCGC00024715-10
NCGC00260762-01
AS-14190
L-Arginine, BioUltra, >=99.5% (NT)
SBI-0207062.P001
DB-230572
A0526
EU-0100077
L-Arginine, SAJ special grade, >=98.0%
NS00074187
EN300-73669
A 5006
C00062
D02982
L-Arginine, Vetec(TM) reagent grade, >=98%
M02981
AB00374192_03
Norvaline, 5-[(aminoiminomethyl)amino]-, (L)-
(S)2Amino5((aminoiminomethyl)amino)pentanoic acid
A837397
Q173670
SR-01000075479
SR-01000597671
SR-01000075479-1
SR-01000597671-1
Arginine, European Pharmacopoeia (EP) Reference Standard
Pentanoic acid, 2amino5((aminoiminomethyl)amino), (S)
7F15B0C7-356D-45D7-AC33-03AEE4394A0E
S-(+)-2-Amino-5-[(aminoiminomethyl)amino]pentanoic acid
(2S)-2-azanyl-5-[bis(azanyl)methylideneamino]pentanoic acid
L-2-Aminoguanidinovaleric acid, (S)-2-Amino-5-guanidinovaleric acid
L-Arginine, United States Pharmacopeia (USP) Reference Standard
PENTANOIC ACID, 2-AMINO-5-((AMINOIMINOMETHYL)AMINO-, (S)-
L-Arginine, Pharmaceutical Secondary Standard; Certified Reference Material
2-Propenoic acid, 2-methyl-, monoester with 1,2-propanediol, polymer with ethyl 2-propenoate and 2-propenoic acid
200-811-1
L-Arginine, from non-animal source, meets EP, USP testing specifications, suitable for cell culture, 98.5-101.0%